General catalytic synthesis of highly enantiomerically enriched terminal aziridines from racemic epoxides

被引：72

作者：

Kim, SK ^{[1
]}

Jacobsen, EN ^{[1
]}

机构：

[1] Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2004年 / 43卷 / 30期

关键词：

asymmetric catalysis; aziridines nitrogen; heterocycles; small ring systems; sulfonamides;

D O I：

10.1002/anie.200460369

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

If life deals you a lemon ...: Low selectivity in the [Co(salen)]-catalyzed kinetic resolution of terminal epoxides with N-Boc sulfonamides is parlayed into an efficient one-pot synthesis of enantiopure amino alcohol derivatives. This provides the foundation for a general route to the title compounds (see scheme; Boc = tertbutoxycarbonyl; Ns = 2-nitrobenzenesulfonyl).

引用

页码：3952 / 3954

页数：3

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