Supporting Information. Synthesis and biological evaluation of nojirimycin- and
|
|
|
- Σωστράτη Μαγγίνας
- 5 χρόνια πριν
- Προβολές:
Transcript
1 Supporting Information for Synthesis and biological evaluation of nojirimycin- and pyrrolidine-based trehalase inhibitors Davide Bini 1, Francesca Cardona 2, Matilde Forcella 1, Camilla Parmeggiani 2,3, Paolo Parenti 4, Francesco Nicotra 1, Laura Cipolla* 1 Address: 1 Department of Biotechnology and Biosciences, University of Milano-Bicocca, Piazza della Scienza 2, Milano, Italy, 2 Department of Chemistry Ugo Schiff, University of Florence, Polo Scientifico e Tecnologico, Via della Lastruccia 3 13, Sesto Fiorentino, Florence, Italy, 3 Present address: CNR-INO U. O. S. Sesto Fiorentino c/o LENS, Via Nello Carrara 1, Sesto Fiorentino, Florence, Italy and 4 Department of Environmental Sciences, University of Milano-Bicocca, Piazza della Scienza 1, Milano, Italy. Laura Cipolla - laura.cipolla@unimib.it * Corresponding author Full experimental data S1
2 (2R,3R,4R,5S,6R)-N-benzyl-3,4,5-tris(benzyloxy)-2-((benzyloxy)methyl)-6- propylpiperidine-1-carboxamide (23): Flash column chromatography (petroleum ether/etoac, 87.5:12.5). 1 H NMR (400 MHz, CDCl 3 ) δ (m, 25H, ArH), 6.75 (bs, 1H, NH), (m, 10H, CH 2 Ph), (m, 7H, H-2, H-3, H-4, H-5, H-6, H-1 ), (m, 4H, CH 2 CH 2 CH 3 ), 0.90 (t, J = 7.3 Hz, 3H, CH 2 CH 2 CH 3 ) ppm; Anal. calcd for C 45 H 50 N 2 O 5 : C, 77.33; H, 7.21; N, 4.01; found: C, 77.30; H, 7.19; N, (2R,3R,4R,5S,6R)-N-benzyl-3,4,5-trihydroxy-2-(hydroxymethyl)-6-propylpiperidine-1- carboxamide (10): 1 H NMR (400 MHz, D 2 O) δ (m, 5H, ArH), (m, 2H, H-1 ), 4.44 (d, J = 15.2 Hz, 1H, CH 2 Ph), 4.33 (d, J = 15.1 Hz, 1H, CH 2 Ph), (m, 1H, H-2), (m, 1H, H-6), (m, 3H, H-3, H-4, H-5), (m, 1H, CH 2 CH 2 CH 3 ), (m, 1H, CH 2 CH 2 CH 3 ), (m, 1H, CH 2 CH 2 CH 3 ), (m, 1H, CH 2 CH 2 CH 3 ), (m, 3H, CH 2 CH 2 CH 3 ) ppm; Anal. calcd for C 17 H 26 N 2 O 5 : C, 60.34; H, 7.74; N, 8.28; found: C, 60.31; H, 7.76; N, (2R,3R,4R,5S,6R)-2-(hydroxymethyl)-6-propylpiperidine-3,4,5-triol (13): 1 H NMR (400 MHz, D 2 O) δ (m, 1H, H-4), (m, 5H, H-3, H-5, H-6, H-1 ), (m, 1H, H-2), (m, 2H, CH 2 CH 2 CH 3 ), (m, 2H, CH 2 CH 2 CH 3 ), 0.77 (t, J = 7.3 Hz, 3H, CH 2 CH 2 CH 3 ) ppm; 13 C NMR ( MHz, D 2 O) δ (d, C-5), (d, C- 4), (d, C-3), (t, C-1 ), (d, C-2), 55.21(d, C-6), (t, CH 2 CH 2 CH 3 ), (t, CH 2 CH 2 CH 3 ), (q, CH 2 CH 2 CH 3 ) ppm; MS (TOF) m/z: [M + H] + ; found 206.3; Anal. calcd for C 9 H 19 NO 4 : C, 52.66; H, 9.33; N, 6.82; found: C, 52.68; H, 9.31; N, (2R,3R,4R,5S)-N-benzyl-3,4,5-tris(benzyloxy)-2-((benzyloxy)methyl)piperidine-1- carboxamide (25): Flash column chromatography (petroleum ether/etoac 75:25). 1 H NMR (400 MHz, CDCl 3 ) δ (m, 25H, ArH), 5.85 (bs, 1H,NH), 4.73 (dd, J = 11.6, 8.1 Hz, 2H, CH 2 Ph), 4.63 (s, 2H, CH 2 Ph), 4.52 (dd, J = 21.0, 11.6 Hz, 2H, CH 2 Ph), 4.40 (d, J = 2.7 Hz, 2H, CH 2 Ph), 4.32 (d, J = 3.5 Hz, 2H, NHCH 2 Ph), (m, 1H, H- S2
3 2), 3.96 (dd, J = 14.1, 4.4 Hz, 1H, Ha-6), (m, 1H, H-4), 3.70 (dd, J = 8.8, 4.4 Hz, 1H, H-3), 3.63 (dd, J = 9.6, 3.5 Hz, 1H, Ha-1 ), (m, 2H, H-5, Hb-1 ), 3.32 (dd, J = 14.1, 3.7 Hz, 1H, Hb-6) ppm; 13 C NMR ( MHz, CDCl 3 ) δ (s, C=O), , , , , (s, CAr), (d, CHAr), (d, C-4), (d, C-3), (d, C-5), 73.60, (t, CH 2 Ph), (t, C-1 ), (d, C-2), (t, NHCH 2 Ph), (t, C-6) ppm; Anal. calcd for C 42 H 44 N 2 O 5 : C, 76.80; H, 6.75; N, 4.26; found: C, 76.78; H, 6.71; N, (2R,3R,4R,5S)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidine-1-carboxamide (12): 1 H NMR (400 MHz, D 2 O) δ (m, 1H, H-2), (m, 4H, H-5, Ha-6, H-1 ), (m, 1H, H-3), (m, 1H, H-4), 3.22 (dd, J = 14.9, 3.2 Hz, 1H, Hb-6) ppm; 13 C NMR ( MHz, D 2 O) δ (s, C=O), (d, C-4), (d, C-5), (d, C-3), (d, C-2), (t, C-1 ), (t, C-6) ppm; MS (TOF) m/z: [M + H] + ; found (2R,3R,4R,5R)-2-(hydroxymethyl)-5-propylpyrrolidine-3,4-diol (14): 1 H NMR (400 MHz, D 2 O) δ 3.89 (dd, J = 13.7, 6.5 Hz, 1H, H-3), (m, 3H, H-4, H-1 ), 3.39 (bs, 1H, H- 2), 3.26 (dd, J = 14.1, 8.0 Hz, 1H, H-5), 1.70 (dt, J = 15.1, 6.4 Hz, 1H, CH 2 CH 2 CH 3 ), 1.57 (dt, J = 14.2, 8.7 Hz, 1H, CH 2 CH 2 CH 3 ), 1.28 (dt, J = 14.7, 7.5 Hz, 2H, CH 2 CH 2 CH 3 ), 0.78 (t, J = 7.1 Hz, 3H, CH 2 CH 2 CH 3 ) ppm; 13 C NMR ( MHz, D 2 O) δ (d, C-4), (d, C-3), (d, C-2), (d, C-5), (t, C-1 ), (t, CH 2 CH 2 CH 3 ), (t, CH 2 CH 2 CH 3 ), (q, CH 2 CH 2 CH 3 ) ppm; MS (TOF) m/z: [M + H] + ; found 176.2; Anal. calcd for C 8 H 17 NO 3 : C, 54.83; H, 9.78; N, 7.99; found: C, 54.80; H, 10.00; N, (2R,3R,4S,5S)-2-(hydroxymethyl)-5-propylpyrrolidine-3,4-diol (17): 1 H NMR (400 MHz, D 2 O) δ 4.10 (t, J = 5.4 Hz, 1H, H-3), 3.97 (t, J = 5.8 Hz, 1H, H-4), 3.82 (dd, J = 12.6, 3.8 Hz, 1H, Ha-1 ), 3.73 (dd, J = 12.6, 6.0 Hz, 1H, Hb-1 ), 3.55 (dd, J = 9.4, 4.6 Hz, 1H, H-2), 3.45 (dd, J = 14.1, 7.2 Hz, 1H, H-5), (m, 2H, CH 2 CH 2 CH 3 ), (m, 2H, CH 2 CH 2 CH 3 ), 0.85 (t, J = 7.3 Hz, 3H, CH 2 CH 2 CH 3 ) ppm; 13 C NMR ( MHz, D 2 O) δ S3
4 74.26 (d, C-4), (d, C-3), (d, C-2), (d, C-5), (t, C-1 ), (t, CH 2 CH 2 CH 3 ), (t, CH 2 CH 2 CH 3 ), (q, CH 2 CH 2 CH 3 ) ppm; MS (TOF) m/z: [M + H] + ; found 176.2; Anal. calcd for C 8 H 17 NO 3 : C, 54.83; H, 9.78; N, 7.99; found: C, 54.85; H, 9.75; N, (2R,3R,4R,5R)-N-benzyl-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-5- propylpyrrolidine-1-carboxamide (28): Flash column chromatography (petroleum ether/etoac 75:25). 1 H NMR (400 MHz, CDCl 3 ) δ (m, 20H, ArH), 5.50 (bs, 1H, NH), (m, 8H, CH 2 Ph), (m, 1H, H-2), 3.99 (m, 1H, H-4), 3.91 (m, 1H, H-5), (m, 2H, H-3, Ha-1 ), (m, 1H, Hb-1 ), 2.03 (m, 1H, CH 2 CH 2 CH 3 ), 1.61 (m, 1H, CH 2 CH 2 CH 3 ), (m, 2H, CH 2 CH 2 CH 3 ), 0.91 (t, J = 7.3 Hz, 3H, CH 2 CH 2 CH 3 ) ppm; 13 C NMR ( MHz, CDCl 3 ) δ (s, C=O), (s, C Ar), (d, CH Ar), (d, C-4), (d, C-3), (t, CH 2 Ph, C- 1 ), (d, C-5), (d, C-2), (t, NHCH 2 Ph), (t, CH 2 CH 2 CH 3 ), (t, CH 2 CH 2 CH 3 ), (q, CH 2 CH 2 CH 3 ) ppm; MS (TOF) m/z: [M + H] + ; found 579.6; Anal. calcd for C 37 H 42 N 2 O 4 : C, 76.79; H, 7.31; N, 4.84; found: C, 76.81; H, 7.28; N, (2R,3R,4S,5S)-N-benzyl-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-5- propylpyrrolidine-1-carboxamide (29): Flash column chromatography (petroleum ether/etoac 25:75). 1 H NMR (400 MHz, CDCl 3 ) δ (m, 20H, ArH), 6.73 (bs, 1H, NH), (m, 9H, H-1, CH 2 Ph), 4.05 (m, 1H, H-2), (m, 3H, H-4, H-3, Ha- 1 ), 3.40 (t, J = 9.0 Hz, 1H, Hb-1 ), (m, 1H, CH 2 CH 2 CH 3 ), (m, 1H, CH 2 CH 2 CH 3 ), (m, 2H, CH 2 CH 2 CH 3 ), 0.90 (t, J = 7.2 Hz, 3H, CH 2 CH 2 CH 3 ) ppm; 13 C NMR ( MHz, CDCl 3 ) δ (s, C=O), , , , (s, C Ar), (d, CH Ar), (d, C-4), (d, C-3), 75.53, 74.21, 72.60, (t, C-1, CH 2 Ph), (d, C-5, C-2), (t, NHCH 2 Ph), (t, CH 2 CH 2 CH 3 ), (t, CH 2 CH 2 CH 3 ), (q, CH 2 CH 2 CH 3 ) ppm; MS (TOF) m/z: [M + H] + ; found 579.6; Anal. calcd for C 37 H 42 N 2 O 4 : C, 76.79; H, 7.31; N, 4.84; found: C, 76.77; H, 7.33; N, S4
5 (2R,3R,4R,5R)-3,4-dihydroxy-2-(hydroxymethyl)-5-propylpyrrolidine-1-carboxamide (16): 1 H NMR (400 MHz, D 2 O) δ 3.95 (d, J = 12.8 Hz, 1H, H-3), 3.87 (d, J = 11.7 Hz, 1H, H-4), (m, 3H, H-2, H-1 ), (m, 1H, H-5), (m, 1H, CH 2 CH 2 CH 3 ), (m, 1H, CH 2 CH 2 CH 3 ), (m, 2H, CH 2 CH 2 CH 3 ), (m, 3H, CH 2 CH 2 CH 3 ) ppm; 13 C NMR ( MHz, D 2 O) δ (s, C=O), 77.74, (d, C-3, C-4), (d, C-2), (d, C-5), (t, C-1 ), (t, CH 2 CH 2 CH 3 ), (t, CH 2 CH 2 CH 3 ), (q, CH 2 CH 2 CH 3 ) ppm; MS (TOF) m/z: [M + H] + ; found (2R,3R,4S,5S)-3,4-dihydroxy-2-(hydroxymethyl)-5-propylpyrrolidine-1-carboxamide (19): 1 H NMR (400 MHz, acetone) δ (m, 1H, Ha-1 ), 3.91 (bs, 1H, Hb-1 ), 3.84 (d, J = 9.4 Hz, 1H, H-4), (m, 1H, H-5), 3.70 (t, J = 6.0 Hz, 1H, H-2), (m, 1H, H-3), (m, 4H, CH 2 CH 2 CH 3 ), 0.91 (t, J = 7.0 Hz, 3H, CH 2 CH 2 CH 3 ) ppm; 13 C NMR ( MHz, D 2 O) δ (s, C=O), 73.38, (d, C-3, C-4), 63.97, (d, C-2, C-5), (t, C-1 ), (t, CH 2 CH 2 CH 3 ), (t, CH 2 CH 2 CH 3 ), (t, CH 2 CH 2 CH 3 ) ppm; MS (TOF) m/z: [M + H] + ; found (2R,3R,4R)-1-octyl-2-(hydroxymethyl)pyrrolidin-3,4-diol (20): To a solution of nitrone 30 (188 mg, 0.45 mmol) in MeOH (8 ml), Pd/C (420 mg) and concentrated HCl (four drops) were added. The mixture was stirred under H 2 atmosphere at rt for 15 h, then filtered through Celite and concentrated under reduced pressure to obtain the corresponding trihydroxy pyrrolidine chloridate (75 mg, 0.44 mmol) in 98% yield. This was dissolved in MeOH (3 ml), and then acetic acid (0.02 ml), Na(CN)BH 3 (28 mg, 0.44 mmol) and octanal (83 µl, 0.53 mmol) were added. The reaction mixture was stirred at rt for 8 h, then the solvent was removed under reduced pressure. The crude was passed through an ion-exchange resin Dowex WX8-200 and eluted with MeOH, water and a 6% solution of NH 4 OH. Subsequent purification on silica gel (eluent: CH 2 Cl 2 /MeOH/NH 4 OH 33% 10:1:0.1, R f 0.1 ) gave pure 20 (37 mg, 0.15 mmol), in 33% yield as yellow pale oil. 1 H NMR (400 MHz, CD 3 OD) δ (m, 1H, H-4), (m, 1H, H-3), 3.68 (m, 2H, S5
6 H-1 ), 3.07 (d, J = 10.2 Hz, 1H, Ha-5), 2.88 (m, 1H, NCH 2 ), 2.73 (dd, J = 10.2, 4.4 Hz, 1H, Hb-5), 2.52 (bs, 1H, H-2), (m, 1H, NCH 2 ), (m, 2H), (m, 10H), 0.89 (t, J = 6.8 Hz, 3H, Me) ppm; 13 C NMR (50.29 MHz, CD 3 OD) δ 78.1 (d, C-3), 74.8 (d, C-4), 72.7 (d, C-2), 60.1 (t, C-1 ), 58.3 (t, C-5), 54.8 (t, NCH 2 ), 30.7, 28.3, 28.1, 26.5, 26.2, 21.4 (t, CH 2 ), 12.1 (q, CH 3 ) ppm; ESIMS m/z: ([M + H] +, 100); Anal. calcd for C 13 H 27 NO 3 : C, 63.64; H, 11.09; N, 5.71; found: C, 63.78; H, 11.15; N, (2R,3R,4R,5R)-3,4-bis(benzyloxy)-2-[(benzyloxy) methyl]-5-octylpyrrolidin-1-ol (31): To a solution of nitrone 30 (510 mg, 1.22 mmol) in dry THF (16 ml), a 2 M solution of octylmagnesium bromide in Et 2 O (2.14 mmol) at 75 C was added. After 3 h the temperature was raised to rt and the mixture controlled by TLC (eluent: petroleum ether/etoac 1:1) showing the disappearance of the starting material and the formation of a new product. The mixture was treated with a saturated aqueous solution of NaHCO 3 (12 ml) at 0 C and extracted with Et 2 O. The crude, obtained after evaporation of the solvent under reduced pressure, was purified by FCC (eluent: petroleum ether/etoac 5:1, R f 0.2) to obtain pure 31 (540 mg, 1.02 mmol) in 84% yield as a white solid. 1 H NMR (400 MHz, CDCl 3 ) δ (m, 15H, Ar), (m, 6H, Bn), 3.93 (dd, J = 3.9, 2.9 Hz, 1H, H-3), 3.79 (dd, J = 5.1, 2.9 Hz, 1H, H-4), (m, 1H, Ha-1 ), (m, 1H, Hb-1 ), 3.52 (dd, J = 10.5, 5.1 Hz, 1H, H-2), (m, 1H, H-5), (m, 1H, CHCH 2 ), (m, 1H), (m, 1H, CHCH 2 ), (m, 11H), 0.87 (t, J = 6.8 Hz, 3H, Me) ppm; 13 C NMR (50.29 MHz, CDCl 3 ) δ (s, 3C, Ar), (d, 15C, Ar), 86.8 (d, C-4), 84.6 (d, C-3), 73.4 (t, Bn), 71.7 (t, 2C, Bn), 70.1 (d, C-5), 70.0 (d, C-2), 68.3 (t, C-1 ), 32.1 (t), (t, 4C), 26.8 (t), 22.9 (t), 14.4 (q, CH 3 ) ppm; ESIMS m/z: ([M + H] +, 32), ([M + Na] +, 100); Anal. calcd for C 34 H 45 NO 4 : C, 76.80; H, 8.53; N, 2.63; found: C, 76.53; H, 8.42; N, (2R,3R,4R,5R)-2-(hydroxymethyl)-5-octylpyrrolidin-3,4-diol (21): To a solution of hydroxypyrrolidine 31 (287 mg, 0.54 mmol) in MeOH (25 ml), Pd/C (150 mg) and HCl S6
7 37% (two drops) were added, and the mixture was stirred under H 2 atmosphere at rt overnight and then filtered through Celite and concentrated under reduced pressure. The obtained crude was passed through an ion-exchange resin Dowex WX8-200 eluting with MeOH, water and a 6% solution of NH 4 OH, to obtain pure 21 (96 mg, 0.39 mmol) in 73% yield as a yellow solid, mp 113 C (dec.). 1 H NMR (400 MHz, CD 3 OD) δ 3.76 (t, J = 6.4 Hz, 1H, H-3), 3.67 (dd, J = 11.2, 3.9 Hz, 1H, Ha-1 ), (m, 2H, Hb-1, H-4), 3.01 (dt, J = 6.3, 4.4 Hz, 1H, H-2), 3.89 (dt, J = 7.3, 5.4 Hz, 1H, H-5), (m, 1H, CH 2 ), (m, 1H, CH 2 ), (m, 12H, CH 2 ), 0.89 (t, J = 6.8 Hz, 3H, Me) ppm; 13 C NMR (50.29 MHz, CD 3 OD) δ 81.9 (d, C-4), 77.9 (d, C-3), 63.2 (d, C-2), 61.6 (t + d, 2C, C-5, C- 1 ), 33.7, 31.8, 29.6, 29.4, 26.5, 22.5 (t, 6C), 13.3 (q, CH 3 ) ppm; ESIMS m/z: ([M + H] +, 87), ([M + Na] +, 100); Anal. calcd for C 13 H 27 NO 3 : C, 63.64; H, 11.09; N, 5.71; found: C, 63.69; H, 10.86; N, S7
Copper-catalyzed formal O-H insertion reaction of α-diazo-1,3-dicarb- onyl compounds to carboxylic acids with the assistance of isocyanide
Electronic Supplementary Material (ESI) for ChemComm. This journal is The Royal Society of Chemistry 2014 Copper-catalyzed formal O-H insertion reaction of α-diazo-1,3-dicarb- onyl compounds to carboxylic
Supporting Information
Supporting Information for AgOTf-catalyzed one-pot reactions of 2-alkynylbenzaldoximes with α,β-unsaturated carbonyl compounds Qiuping Ding 1, Dan Wang 1, Puying Luo* 2, Meiling Liu 1, Shouzhi Pu* 3 and
Peptidomimetics as Protein Arginine Deiminase 4 (PAD4) Inhibitors
Peptidomimetics as Protein Arginine Deiminase 4 (PAD4) Inhibitors Andrea Trabocchi a, icolino Pala b, Ilga Krimmelbein c, Gloria Menchi a, Antonio Guarna a, Mario Sechi b, Tobias Dreker c, Andrea Scozzafava
Divergent synthesis of various iminocyclitols from D-ribose
Electronic Supplementary Material (ESI) for rganic & Biomolecular Chemistry. This journal is The Royal Society of Chemistry 205 Divergent synthesis of various iminocyclitols from D-ribose Ramu Petakamsetty,
Supporting Information
Supporting Information Montmorillonite KSF-Catalyzed One-pot, Three-component, Aza-Diels- Alder Reactions of Methylenecyclopropanes With Arylaldehydes and Aromatic Amines Li-Xiong Shao and Min Shi* General
Supporting Information
Supporting Information Lewis acid catalyzed ring-opening reactions of methylenecyclopropanes with diphenylphosphine oxide in the presence of sulfur or selenium Min Shi,* Min Jiang and Le-Ping Liu State
Room Temperature Highly Diastereoselective Zn-Mediated. Allylation of Chiral N-tert-Butanesulfinyl Imines: Remarkable Reaction Condition Controlled
Supporting Information for: Room Temperature Highly Diastereoselective Zn-Mediated Allylation of Chiral N-tert-Butanesulfinyl Imines: Remarkable Reaction Condition Controlled Stereoselectivity Reversal
A facile and general route to 3-((trifluoromethyl)thio)benzofurans and 3-((trifluoromethyl)thio)benzothiophenes
Electronic Supplementary Material (ESI) for ChemComm. This journal is The Royal Society of Chemistry 2014 A facile and general route to 3-((trifluoromethyl)thio)benzofurans and 3-((trifluoromethyl)thio)benzothiophenes
Supporting Information
Supporting Information for Lewis acid-catalyzed redox-neutral amination of 2-(3-pyrroline-1-yl)benzaldehydes via intramolecular [1,5]-hydride shift/isomerization reaction Chun-Huan Jiang, Xiantao Lei,
Supporting Information. Microwave-assisted construction of triazole-linked amino acid - glucoside conjugates as novel PTP1B inhibitors
Supporting Information Microwave-assisted construction of triazole-linked amino acid - glucoside conjugates as novel PTP1B inhibitors Xiao-Peng He, abd Cui Li, d Xiao-Ping Jin, b Zhuo Song, b Hai-Lin Zhang,
Direct Transformation of Ethylarenes into Primary Aromatic Amides with N-Bromosuccinimide and I 2 -aq NH 3
Supporting Information Direct Transformation of Ethylarenes into Primary Aromatic Amides with N-Bromosuccinimide and I 2 -aq NH 3 Shohei Shimokawa, Yuhsuke Kawagoe, Katsuhiko Moriyama, Hideo Togo* Graduate
Hiyama Cross-Coupling of Chloro-, Fluoroand Methoxy- pyridyl trimethylsilanes : Room-temperature Novel Access to Functional Bi(het)aryl
Hiyama Cross-Coupling of Chloro-, Fluoroand Methoxy- pyridyl trimethylsilanes : Room-temperature Novel Access to Functional Bi(het)aryl Philippe Pierrat, Philippe Gros* and Yves Fort Synthèse Organométallique
Supporting Information
Supporting Information Copper/Silver Cocatalyzed Oxidative Coupling of Vinylarenes with ICH 2 CF 3 or ICH 2 CHF 2 Leading to β-cf 3 /CHF 2 -Substituted Ketones Niannian Yi, Hao Zhang, Chonghui Xu, Wei
Site-Selective Suzuki-Miyaura Cross-Coupling Reactions of 2,3,4,5-Tetrabromofuran
1 Site-Selective Suzuki-Miyaura Cross-Coupling Reactions of 2,3,4,5-Tetrabromofuran Munawar Hussain, a Rasheed Ahmad Khera, a Nguyen Thai Hung, a Peter Langer* a,b a Institut für Chemie, Universität Rostock,
and Selective Allylic Reduction of Allylic Alcohols and Their Derivatives with Benzyl Alcohol
FeCl 3 6H 2 O-Catalyzed Disproportionation of Allylic Alcohols and Selective Allylic Reduction of Allylic Alcohols and Their Derivatives with Benzyl Alcohol Jialiang Wang, Wen Huang, Zhengxing Zhang, Xu
Copper-Catalyzed Oxidative Dehydrogenative N-N Bond. Formation for the Synthesis of N,N -Diarylindazol-3-ones
Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers. This journal is the Partner Organisations 2016 Supporting information Copper-Catalyzed Oxidative Dehydrogenative - Bond Formation
Aminofluorination of Fluorinated Alkenes
Electronic Supplementary Material (ESI) for ChemComm. This journal is The Royal Society of Chemistry 2018 Synthesis of ɑ CF 3 and ɑ CF 2 H Amines via Aminofluorination of Fluorinated Alkenes Ling Yang,
Supplementary information
Electronic Supplementary Material (ESI) for MedChemComm. This journal is The Royal Society of Chemistry 2015 Supplementary information Synthesis of carboxyimidamide-substituted benzo[c][1,2,5]oxadiazoles
The Free Internet Journal for Organic Chemistry
The Free Internet Journal for Organic Chemistry Paper Archive for Organic Chemistry Arkivoc 2018, part iii, S1-S6 Synthesis of dihydropyranones and dihydropyrano[2,3- d][1,3]dioxine-diones by cyclization
Supporting Information. Experimental section
Electronic Supplementary Material (ESI) for RSC Advances. This journal is The Royal Society of Chemistry 2014 Supporting Information Experimental section General. Anhydrous solvents were transferred by
First DMAP-mediated direct conversion of Morita Baylis. Hillman alcohols into γ-ketoallylphosphonates: Synthesis of
Supporting Information File 1 for First DMAP-mediated direct conversion of Morita Baylis Hillman alcohols into γ-ketoallylphosphonates: Synthesis of γ-aminoallylphosphonates Marwa Ayadi 1,2, Haitham Elleuch
Electronic Supplementary Information
Electronic Supplementary Information Unprecedented Carbon-Carbon Bond Cleavage in Nucleophilic Aziridine Ring Opening Reaction, Efficient Ring Transformation of Aziridines to Imidazolidin-4-ones Jin-Yuan
Supporting Information. Table of Contents. II. Experimental procedures. II. Copies of 1H and 13C NMR spectra for all compounds
Electronic upplementary Material (EI) for rganic & Biomolecular Chemistry. This journal is The Royal ociety of Chemistry 2017 Laboratoire de Méthodologie et ynthèse de Produit aturels. Université du Québec
Supporting Information. Copyright Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, 2006
Supporting Information Copyright Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, 2006 1 A Facile Way to Synthesize 2H-Chromenes: Reconsideration of the Reaction Mechanism between Salicylic Aldehyde and
Enantioselective Organocatalytic Michael Addition of Isorhodanines. to α, β-unsaturated Aldehydes
Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry. This journal is The Royal Society of Chemistry 2016 Enantioselective Organocatalytic Michael Addition of Isorhodanines to α,
Diastereoselective Access to Trans-2-Substituted Cyclopentylamines
Supporting Information Diastereoselective Access to Trans-2-Substituted Cyclopentylamines Antoine Joosten, Emilie Lambert, Jean-Luc Vasse, Jan Szymoniak jean-luc.vasse@univ-reims.fr jan.szymoniak@univ-reims.fr
Synthesis of novel 1,2,3-triazolyl derivatives of pregnane, androstane and D-homoandrostane. Tandem Click reaction/cu-catalyzed D-homo rearrangement
Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry. This journal is The Royal Society of Chemistry 2014 Supporting Information Synthesis of novel 1,2,3-triazolyl derivatives of
Fluorinative Ring-opening of Cyclopropanes by Hypervalent Iodine Reagents. An Efficient Method for 1,3- Oxyfluorination and 1,3-Difluorination
Electronic Supplementary Material (ESI) for Chemical Science. This journal is The Royal Society of Chemistry 2016 Supporting Information Fluorinative Ring-opening of Cyclopropanes by Hypervalent Iodine
Regioselectivity in the Stille coupling reactions of 3,5- dibromo-2-pyrone.
Regioselectivity in the Stille coupling reactions of 3,5- dibromo-2-pyrone. Won-Suk Kim, Hyung-Jin Kim and Cheon-Gyu Cho Department of Chemistry, Hanyang University, Seoul 133-791, Korea Experimental Section
SI1. Supporting Information. Synthesis and pharmacological evaluation of conformationally restricted -opioid receptor agonists
Electronic Supplementary Material (ESI) for MedChemComm. This journal is The Royal Society of Chemistry 2016 SI1 Supporting Information Synthesis and pharmacological evaluation of conformationally restricted
Supporting Information for
Supporting Information for An atom-economic route to densely functionalized thiophenes via base-catalyzed rearrangement of 5-propargyl-2H-thiopyran-4(3H)-ones Chunlin Tang a, Jian Qin b, Xingqi Li *a a
Supporting Information
Electronic Supplementary Material (ESI) for ChemComm. This journal is The Royal Society of Chemistry 2015 Synthesis of 3-omosubstituted Pyrroles via Palladium- Catalyzed Intermolecular Oxidative Cyclization
Supporting Information. Synthesis and biological evaluation of 2,3-Bis(het)aryl-4-azaindoles Derivatives as protein kinases inhibitors
Supporting Information Synthesis and biological evaluation of 2,3-Bis(het)aryl-4-azaindoles Derivatives as protein kinases inhibitors Frédéric Pin, a Frédéric Buron, a Fabienne Saab, a Lionel Colliandre,
Supporting Information
S1 Supporting Information Synthesis of 2-Arylated Hydroxytyrosol Derivatives via Suzuki-Myaura Cross-Coupling Roberta Bernini, a Sandro Cacchi, b* Giancarlo Fabrizi, b* Eleonora Filisti b a Dipartimento
Supporting Information. Consecutive hydrazino-ugi-azide reactions: synthesis of acylhydrazines bearing 1,5- disubstituted tetrazoles
Supporting Information for Consecutive hydrazino-ugi-azide reactions: synthesis of acylhydrazines bearing 1,5- disubstituted tetrazoles Angélica de Fátima S. Barreto*, Veronica Alves dos Santos, and Carlos
SUPPORTING INFORMATION
Eur. J. Org. Chem. 2006 WILEY-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, 2006 ISSN 1434 193X SUPPORTING INFORMATION Title: Sulfonamide Ligands Attained Through Opening of Saccharin Derivatives Author(s):
Vilsmeier Haack reagent-promoted formyloxylation of α-chloro-narylacetamides
Electronic Supplementary Material (ESI) for RSC Advances. This journal is The Royal Society of Chemistry 205 Vilsmeier aack reagent-promoted formyloxylation of α-chloro-arylacetamides by formamide Jiann-Jyh
Effect of uridine protecting groups on the diastereoselectivity
Supporting Information for Effect of uridine protecting groups on the diastereoselectivity of uridine-derived aldehyde 5 -alkynylation Raja Ben Othman, Mickaël J. Fer, Laurent Le Corre, Sandrine Calvet-Vitale*
Supporting Information One-Pot Approach to Chiral Chromenes via Enantioselective Organocatalytic Domino Oxa-Michael-Aldol Reaction
Supporting Information ne-pot Approach to Chiral Chromenes via Enantioselective rganocatalytic Domino xa-michael-aldol Reaction Hao Li, Jian Wang, Timiyin E-Nunu, Liansuo Zu, Wei Jiang, Shaohua Wei, *
Supporting Information. for
Supporting Information for A general synthetic route to [Cu(X)(NHC)] (NHC = N- heterocyclic carbene, X =Cl, Br, I) complexes Orlando Santoro, Alba Collado, Alexandra M. Z. Slawin, Steven P. Nolan and Catherine
Tributylphosphine-Catalyzed Cycloaddition of Aziridines with Carbon Disulfide and Isothiocyanate
upporting Information Tributylphosphine-Catalyzed Cycloaddition of Aziridines with Carbon Disulfide and Isothiocyanate Jing-Yu Wu, Zhi-Bin Luo, Li-Xin Dai and Xue-Long Hou* a tate Key Laboratory of Organometallic
Supplementary Figure S1. Single X-ray structure 3a at probability ellipsoids of 20%.
Supplementary Figure S1. Single X-ray structure 3a at probability ellipsoids of 20%. S1 Supplementary Figure S2. Single X-ray structure 5a at probability ellipsoids of 20%. S2 H 15 Ph Ac Ac I AcH Ph Ac
Supplement: Intramolecular N to N acyl migration in conformationally mobile 1 -acyl-1- systems promoted by debenzylation conditions (HCOONH 4
Cent. Eur. J. Chem. 9(5) 2011 S164-S175 DI: 10.2478/s11532-011-0082-y Central European Journal of Chemistry Supplement: Intramolecular to acyl migration in conformationally mobile 1 -acyl-1- benzyl-3,4
9-amino-(9-deoxy)cinchona alkaloids-derived novel chiral phase-transfer catalysts
Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry. This journal is The Royal Society of Chemistry 2014 9-amino-(9-deoxy)cinchona alkaloids-derived novel chiral phase-transfer
New Glucuronic Acid Donors for the Modular Synthesis of Heparan Sulfate Oligosaccharides
Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry. This journal is The Royal Society of Chemistry 214 Supporting Information New Glucuronic Acid Donors for the Modular Synthesis
Crossed Intramolecular Rauhut-Currier-Type Reactions via Dienamine Activation
Crossed Intramolecular Rauhut-Currier-Type Reactions via Dienamine Activation Eugenia Marqués-López, Raquel P. Herrera, Timo Marks, Wiebke C. Jacobs, Daniel Könning, Renata M. de Figueiredo, Mathias Christmann*
Metal-free Oxidative Coupling of Amines with Sodium Sulfinates: A Mild Access to Sulfonamides
Electronic Supplementary Material (ESI) for RSC Advances. This journal is The Royal Society of Chemistry 2014 Supporting information for Metal-free Oxidative Coupling of Amines with Sodium Sulfinates:
Synthesis and evaluation of novel aza-caged Garcinia xanthones
Electronic Supplementary Material (ESI) for rganic & Biomolecular Chemistry Synthesis and evaluation of novel aza-caged Garcinia xanthones Xiaojin Zhang, a,1 Xiang Li, a,1 Haopeng Sun, * b Zhengyu Jiang,
Phosphorus Oxychloride as an Efficient Coupling Reagent for the Synthesis of Ester, Amide and Peptide under Mild Conditions
Supplementary Information for Phosphorus xychloride as an Efficient Coupling Reagent for the Synthesis of Ester, Amide and Peptide under Mild Conditions u Chen,* a,b Xunfu Xu, a Liu Liu, a Guo Tang,* a
Supporting information
Electronic upplementary Material (EI) for New Journal of Chemistry. This journal is The Royal ociety of Chemistry and the Centre National de la Recherche cientifique 7 upporting information Lipase catalyzed,-addition
Supporting Information. Asymmetric Binary-acid Catalysis with Chiral. Phosphoric Acid and MgF 2 : Catalytic
Supporting Information Asymmetric Binary-acid Catalysis with Chiral Phosphoric Acid and MgF 2 : Catalytic Enantioselective Friedel-Crafts Reactions of β,γ- Unsaturated-α-Ketoesters Jian Lv, Xin Li, Long
Novel and Selective Palladium-Catalyzed Annulation of 2-Alkynylphenols to Form 2-Substituted 3-Halobenzo[b]furans. Supporting Information
![Novel and Selective Palladium-Catalyzed Annulation of 2-Alkynylphenols to Form 2-Substituted 3-Halobenzo[b]furans. Supporting Information](/thumbs/64/50937700.jpg "Novel and Selective Palladium-Catalyzed Annulation of 2-Alkynylphenols to Form 2-Substituted 3-Halobenzo[b]furans. Supporting Information")
Novel and Selective Palladium-Catalyzed Annulation of 2-Alkynylphenols to Form 2-Substituted 3-Halobenzo[b]furans Liang Yun, Shi Tang, Xu-Dong Zhang, Li-Qiu Mao, Ye-Xiang Xie and Jin-Heng Li* Key Laboratory
Supporting Information
Supporting Information Metal-catalyzed Stereoselective and Protecting-group-free Synthesis of 1,2-cis-Glycosides Using 4,6-Dimethoxy-1,3,5-triazin-2-yl Glycosides as Glycosyl Donors Tomonari Tanaka,* 1
Aluminium-mediated Aromatic C F Bond Activation: Regioswitchable Construction of Benzene-fused Triphenylene. Frameworks
Electronic Supplementary Material (ESI) for ChemComm. This journal is The Royal Society of Chemistry 2016 Aluminium-mediated Aromatic C Bond Activation: Regioswitchable Construction of Benzene-fused Triphenylene
Electronic Supplementary Information (ESI)
Electronic Supplementary Material (ESI) for rganic & Biomolecular Chemistry Electronic Supplementary Information (ESI) For Iron-Catalysed xidative Amidation of Alcohols with Amines Silvia Gaspa, a Andrea
Supporting Information for Synthesis of Fused N-Heterocycles via Tandem C-H Activation
This journal is The Royal Society of Chemistry 212 Supporting Information for Synthesis of Fused -Heterocycles via Tandem C-H Activation Ge Meng, Hong-Ying iu, Gui-Rong Qu, John S. Fossey, Jian-Ping Li,*
Supporting Information for Iron-catalyzed decarboxylative alkenylation of cycloalkanes with arylvinylic carboxylic acids via a radical process
Supporting Information for Iron-catalyzed decarboxylative alkenylation of cycloalkanes with arylvinylic carboxylic acids via a radical process Jincan Zhao 1, Hong Fang 1, Jianlin Han* 1,2 and Yi Pan* 1
Supporting Information
Supporting Information Ceric Ammonium Nitrate (CAN) catalyzed efficient one-pot three component aza-diels-alder reactions for a facile synthesis of tetrahydropyranoquinoline derivatives Ravinder Goud Puligoundla
Supporting Information
Supporting Information Wiley-VCH 2007 69451 Weinheim, Germany Supporting Information for Catalytic Enantioselective Conjugate Reduction of β,β- Disubstituted α,β-unsaturated sulfones Tomás Llamas, Ramón
Synthesis of eunicellane-type bicycles embedding a 1,3- cyclohexadiene moiety
Supporting Information for Synthesis of eunicellane-type bicycles embedding a 1,3- cyclohexadiene moiety Alex Frichert, 1 Peter G. Jones, 2 and Thomas Lindel*,,1 Address: 1 Institute of Organic Chemistry,
Supporting Information
Supporting Information An Approach to 3,6-Disubstituted 2,5-Dioxybenzoquinones via Two Sequential Suzuki Couplings. Three-step Synthesis of Leucomelone Xianwen Gan, Wei Jiang, Wei Wang,,,* Lihong Hu,,*
Supporting Information
Supporting Information Enantiospecific Synthesis of the Cubitane Skeleton Elisabeth Schöttner, M. Wiechoczek, Peter G. Jones, and Thomas Lindel * TU Braunschweig, Institutes of rganic, Inorganic and Analytical
Supporting information
Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry. This journal is The Royal Society of Chemistry 2014 Supporting information Copper-catalysed intramolecular O-arylation: a simple
Efficient and Simple Zinc mediated Synthesis of 3 Amidoindoles
Electronic Supplementary Material (ESI) for rganic and Biomolecular Chemistry SUPPRTIG IFRMATI Efficient and Simple Zinc mediated Synthesis of 3 Amidoindoles Anahit Pews-Davtyan and Matthias Beller* Leibniz-Institut
Lewis Acid Catalyzed Propargylation of Arenes with O-Propargyl Trichloroacetimidate: Synthesis of 1,3-Diarylpropynes
Supporting Information for Lewis Acid Catalyzed Propargylation of Arenes with O-Propargyl Trichloroacetimidate: Synthesis of 1,3-Diarylpropynes Changkun Li and Jianbo Wang* Beijing National Laboratory
Asymmetric Synthesis of New Chiral β-amino Acid Derivatives by Mannich-type Reactions of Chiral N- Sulfinyl Imidates with N-Tosyl Aldimines
Asymmetric Synthesis of New Chiral β-amino Acid Derivatives by Mannich-type Reactions of Chiral N- Sulfinyl Imidates with N-yl Aldimines Filip Colpaert, Sven Mangelinckx, and Norbert De Kimpe Department
Supporting Information
Supporting Information Gold-catalyzed Cycloisomerization of 1,6-Diyne-4-en-3-ols to form Naphthyl Ketone Derivatives. Jian-Jou Lian and Rai-Shung Liu* Department of Chemistry, National Tsing-Hua University,
Construction of Cyclic Sulfamidates Bearing Two gem-diaryl Stereocenters through a Rhodium-Catalyzed Stepwise Asymmetric Arylation Protocol
Supporting Information for: Construction of Cyclic Sulfamidates Bearing Two gem-diaryl Stereocenters through a Rhodium-Catalyzed Stepwise Asymmetric Arylation Protocol Yu-Fang Zhang, Diao Chen, Wen-Wen
Direct Palladium-Catalyzed Arylations of Aryl Bromides. with 2/9-Substituted Pyrimido[5,4-b]indolizines
![Direct Palladium-Catalyzed Arylations of Aryl Bromides. with 2/9-Substituted Pyrimido[5,4-b]indolizines](/thumbs/87/95187440.jpg "Direct Palladium-Catalyzed Arylations of Aryl Bromides. with 2/9-Substituted Pyrimido[5,4-b]indolizines")
Direct Palladium-Catalyzed Arylations of Aryl Bromides with 2/9-Substituted Pyrimido[5,4-b]indolizines Min Jiang, Ting Li, Linghua Meng, Chunhao Yang,* Yuyuan Xie*, and Jian Ding State Key Laboratory of
Eur. J. Inorg. Chem WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim, 2007 ISSN SUPPORTING INFORMATION
Eur. J. Inorg. Chem. 2007 WILEY-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, 2007 ISSN 1434 1948 SUPPORTING INFORMATION Title: Synthesis of Cyclic Carbonates from Atmospheric Pressure Carbon Dioxide Using
Supporting Information
Supporting Information Lewis Acid Mediated [2,3]-Sigmatropic Rearrangement of Allylic α-amino Amides. Jan Blid, Peter Brandt, Peter Somfai*, Department of Chemistry, rganic Chemistry, Royal Institute of
Supplementary Data. Engineering, Nanjing University, Nanjing , P. R. China;
Supplementary Data Synthesis, Chemo-selective Properties of Substituted 9-Aryl-9H-fluorenes from Triarylcarbinols and Enantiomerical Kinetics of Chiral 9-Methoxy-11-(naphthalen-1-yl)-11H-benzo[a]fluorene
Supporting Information. Copyright Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, 2007
Supporting Information Copyright Wiley-VCH Verlag GmbH & Co. KGaA, 6945 Weinheim, 2007 A New Method for Constructing Quaternary Carbon Centres: Tandem Rhodium-Catalysed,4-Addition/Intramolecular Cyclization.
Supporting Information. Design and Synthesis of 2-Arylbenzimidazoles and. Evaluation of Their Inhibitory Effect against. Chlamydia pneumoniae
Supporting Information Design and Synthesis of 2-Arylbenzimidazoles and Evaluation of Their Inhibitory Effect against Chlamydia pneumoniae Leena Keurulainen,, Olli Salin,, Antti Siiskonen,, Jan Marco Kern,
Supporting Information
1 upporting Information Rhodium(III)-Catalyzed rtho Halogenations of N-Acylsulfoximines and ynthetic Applications toward Functionalized ulfoximine Derivatives Ying Cheng, Wanrong Dong, Kanniyappan Parthasarathy,
Supporting Information for. Palladium-catalyzed Addition Reaction of Aroyl/Heteroaroyl Acid Anhydrides to Norbornenes
Electronic Supplementary Material (ESI) for ChemComm. This journal is The Royal Society of Chemistry 2014 Supporting Information for Palladium-catalyzed Addition Reaction of Aroyl/Heteroaroyl Acid Anhydrides
Supporting Information for
Supporting Information for A ovel Synthesis of luorinated Pyrazoles via Gold(I)-Catalyzed Tandem Aminofluorination of Alkynes in the Presence of Selectfluor Jianqiang Qian, Yunkui Liu,* Jie Zhu, Bo Jiang,
Supporting Information. Chemoselective Acylation of 2-Amino-8-quinolinol in the Generation of C2-Amides or C8-Esters
Electronic Supplementary Material (ESI) for RSC Advances. This journal is The Royal Society of Chemistry 2017 Supporting Information Chemoselective Acylation of 2-Amino-8-quinolinol in the Generation of
Supporting Information
Supporting Information Wiley-VCH 2014 69451 Weinheim, Germany Copper-Catalyzed Coupling of Oxime Acetates with Sodium Sulfinates: An Efficient Synthesis of Sulfone Derivatives** Xiaodong Tang, Liangbin
Supporting Information. Copyright Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, 2006
Copyright Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, 2006 Silver-Catalyzed Asymmetric Synthesis of 2,3-Dihydrobenzofurans: A New Chiral Synthesis of Pterocarpans Leticia Jiménez-González, Sergio
Selective mono reduction of bisphosphine
Griffith Research Online https://research-repository.griffith.edu.au Selective mono reduction of bisphosphine oxides under mild conditions Author etersson, Maria, Loughlin, Wendy, Jenkins, Ian ublished
Supporting Information
Supporting Information Gram-Scale Syntheses and Conductivities of [10]Cycloparaphenylene and Its Tetraalkoxy Derivatives Eiichi Kayahara, Liansheng Sun, Hiroaki Onishi, Katsuaki Suzuki, Tatsuya Fukushima,
Catalyst-free transformation of levulinic acid into pyrrolidinones with formic acid
Catalyst-free transformation of levulinic acid into pyrrolidinones with formic acid Yawen Wei, a Chao Wang,* a Xue Jiang, a Dong Xue, a Zhao-Tie Liu, a and Jianliang Xiao* a,b a Key Laboratory of Applied
Oxidative Activation of C S Bonds with an Electropositive Nitrogen Promoter Enables Orthogonal Glycosylation of Alkyl over Phenyl Thioglycosides
Supporting Information Oxidative Activation of C S Bonds with an Electropositive Nitrogen Promoter Enables Orthogonal Glycosylation of Alkyl over Phenyl Thioglycosides Annabel Kitowski,, Ester Jiménez-Moreno,
Supporting Information
Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry. This journal is The Royal Society of Chemistry 2018 Supporting Information Silver or Cerium-Promoted Free Radical Cascade Difunctionalization
Palladium-Catalyzed C H Monoalkoxylation of α,β-unsaturated Carbonyl Compounds
Supporting Information Palladium-Catalyzed C H Monoalkoxylation of α,β-unsaturated Carbonyl Compounds Yasunari Monguchi,* Kouki Kunishima, Tomohiro Hattori, Tohru Takahashi, Yuko Shishido, Yoshinari Sawama,
Facile construction of the functionalized 4H-chromene via tandem. benzylation and cyclization. Jinmin Fan and Zhiyong Wang*
Facile construction of the functionalized 4H-chromene via tandem benzylation and cyclization Jinmin Fan and Zhiyong Wang* Hefei National Laboratory for Physical Science at Microscale, Joint- Lab of Green
Available online at shd.org.rs/jscs/
J. Serb. Chem. Soc. 78 (12) S131 S136 (2013) Supplementary material SUPPLEMENTARY MATERIAL TO New 9-aminoacridine derivatives as inhibitors of botulinum neurotoxins and P. falciparum malaria MIKLOŠ TOT
Supporting Information
Electronic Supplementary Material (ESI) for RSC Advances. This journal is The Royal Society of Chemistry 2017 Modular Synthesis of Propargylamine Modified Cyclodextrins by a Gold(III)-catalyzed Three Component
Supporting Information. Experimental section
Electronic Supplementary Material (ESI) for RSC Advances. This journal is The Royal Society of Chemistry 2014 Supporting Information Experimental section General. Proton nuclear magnetic resonance ( 1
Highly enantioselective cascade synthesis of spiropyrazolones. Supporting Information. NMR spectra and HPLC traces
Highly enantioselective cascade synthesis of spiropyrazolones Alex Zea a, Andrea-Nekane R. Alba a, Andrea Mazzanti b, Albert Moyano a and Ramon Rios a,c * Supporting Information NMR spectra and HPLC traces
Cu-Catalyzed/Mediated Synthesis of N-Fluoroalkylanilines from Arylboronic Acids: Fluorine Effect on the Reactivity of Fluoroalkylamines
Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry. This journal is The Royal Society of Chemistry 2018 S1 Cu-Catalyzed/Mediated Synthesis of N-Fluoroalkylanilines from Arylboronic
Stable Analogues of Nojirimycin Synthesis and Biological. Evaluation of Nojiristegine and manno-nojiristegine
Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry. This journal is The Royal Society of Chemistry 205 Stable Analogues of Nojirimycin Synthesis and Biological Evaluation of Nojiristegine
Supporting Information
Supporting Information Selective Synthesis of xygen-containing Heterocycles via Tandem Reactions of 1,2-Allenic Ketones with Ethyl 4-Chloroacetoacetate Qiang Wang, a, b Zhouqing Xu b and Xuesen Fan a *
Electronic Supplementary Information
Electronic Supplementary Material (ESI) for Polymer hemistry This journal is The Royal Society of hemistry 2011 Phosphoric and Phosphoramidic Acids as Bifunctional atalysts for the Ring-pening Polymerization
Supporting Information for
Supporting Information for Palladium-Catalyzed C-H Bond Functionalization of C6-Arylpurines Hai-Ming Guo,* Wei-Hao Rao, Hong-Ying iu, Li-Li Jiang, Ge ng, Jia-Jia Jin, Xi-ing Yang, and Gui-Rong Qu* College
Supporting Information
Electronic Supplementary Material (ESI) for RSC Advances. This journal is The Royal Society of Chemistry 2014 Supporting Information A Convenient and Efficient Synthesis of Glycals by Zinc Nanoparticles
Supporting Information for Fe-Catalyzed Reductive Coupling of Unactivated Alkenes with. β-nitroalkenes. Contents. 1. General Information S2
Supporting Information for Fe-Catalyzed Reductive Coupling of Unactivated Alkenes with β-nitroalkenes Jing Zheng, Dahai Wang, and Sunliang Cui* College of Pharmaceutical Sciences, Zhejiang University,
Asymmetric Transamination of α-keto Acids Catalyzed by. Chiral Pyridoxamines
Asymmetric Transamination of α-keto Acids Catalyzed by Chiral Pyridoxamines Xiaoyu Lan, Chuangan Tao, Xuliang Liu, Aina Zhang, Baoguo Zhao* The Education Ministry Key Lab of Resource Chemistry and Shanghai
Eco-friendly synthesis of diverse and valuable 2-pyridones by catalyst- and solvent-free thermal multicomponent domino reaction
Electronic Supplementary Material (ESI) for Green Chemistry. This journal is The Royal Society of Chemistry 2015 SUPPRTIG IFRMATI Eco-friendly synthesis of diverse and valuable 2-pyridones by catalyst-