Chiral rhodium(II,II) dimers catalyzed enantioselective intramolecular aziridination of sulfonamides and carbamates

被引:85
作者
Liang, JL
Yuan, SX
Chan, PWH
Che, CM
机构
[1] Univ Hong Kong, Inst Mol Technol Drug Discovery & Synth, Dept Chem, Hong Kong, Hong Kong, Peoples R China
[2] Univ Hong Kong, Inst Mol Technol Drug Discovery & Synth, Open Lab Chem Biol, Hong Kong, Hong Kong, Peoples R China
关键词
D O I
10.1016/S0040-4039(03)01409-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The asymmetric intramolecular aziridination of unsaturated sulfonamides and carbamates catalyzed by chiral dirhodium(11,11) complexes were achieved in good yields (up to 95%) and enantioselectivity (up to 76% e.e.). (C) 2003 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5917 / 5920
页数:4
相关论文
共 46 条
[21]   Enantioselective aziridination using copper complexes of biaryl Schiff bases [J].
Gillespie, KM ;
Sanders, CJ ;
O'Shaughnessy, P ;
Westmoreland, I ;
Thickitt, CP ;
Scott, P .
JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (10) :3450-3458
[22]   Mn(salen)-catalyzed enantioselective C-H amination [J].
Kohmura, Y ;
Katsuki, T .
TETRAHEDRON LETTERS, 2001, 42 (19) :3339-3342
[23]   Amidoglycosylation via metal-catalyzed internal nitrogen atom delivery [J].
Levites-Agababa, E ;
Menhaji, E ;
Perlson, LN ;
Rojas, CM .
ORGANIC LETTERS, 2002, 4 (05) :863-865
[24]   ASYMMETRIC ALKENE AZIRIDINATION WITH READILY AVAILABLE CHIRAL DIIMINE-BASED CATALYSTS [J].
LI, Z ;
CONSER, KR ;
JACOBSEN, EN .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (12) :5326-5327
[25]   Rhodium(II,II) dimer as an efficient catalyst for aziridination of sulfonamides and amidation of steroids [J].
Liang, JL ;
Yuan, SX ;
Chan, PWH ;
Che, CM .
ORGANIC LETTERS, 2002, 4 (25) :4507-4510
[26]   Amidation of silyl enol ethers and cholesteryl acetates with chiral ruthenium(II) Schiff-base catalysts: catalytic and enantioselective studies [J].
Liang, JL ;
Yu, XQ ;
Che, CM .
CHEMICAL COMMUNICATIONS, 2002, (02) :124-125
[27]  
Liang JL, 2002, ANGEW CHEM INT EDIT, V41, P3465, DOI 10.1002/1521-3773(20020916)41:18<3465::AID-ANIE3465>3.0.CO
[28]  
2-D
[29]  
Liang JL, 2002, CHEM-EUR J, V8, P1563, DOI 10.1002/1521-3765(20020402)8:7<1563::AID-CHEM1563>3.0.CO
[30]  
2-V