Dynamic kinetic resolution of epichlorohydrin via enantioselective catalytic ring opening with TMSN(3). Practical synthesis of aryl oxazolidinone antibacterial agents

被引:60
作者
Schaus, SE [1 ]
Jacobsen, EN [1 ]
机构
[1] HARVARD UNIV,DEPT CHEM & CHEM BIOL,CAMBRIDGE,MA 02138
基金
美国国家卫生研究院;
关键词
D O I
10.1016/0040-4039(96)01835-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The dynamic kinetic resolution of racemic epichlorohydrin has been achieved via enantioselective asymmetric ring opening with TMSN(3) catalyzed by the (salen)Cr(III)N-3 complex 1. The resulting 3-azido-1-chloro-2-trimethylsiloxypropane product was obtained in high enantiomeric purity and incorporated into the synthesis of U-100592, a representative from a class of highly-promising aryl oxazolidinone antibacterial agents. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:7937 / 7940
页数:4
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