Catalytic direct asymmetric Michael reactions: Taming naked aldehyde donors

被引：455

作者：

Betancort, JM

Barbas, CF

机构：

[1] Skaggs Inst Chem Biol, La Jolla, CA 92037 USA

[2] Scripps Res Inst, Dept Mol Biol, La Jolla, CA 92037 USA

来源：

ORGANIC LETTERS | 2001年 / 3卷 / 23期

关键词：

D O I：

10.1021/ol0167006

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] Direct catalytic enantio- and diastereoselective Michael addition reactions of unmodified aldehydes to nitro olefins using (S)-2-(morpholinomethyl)-pyrrolidine as a catalyst are described. The reactions proceed in good yield (up to 96%) in a highly syn-selective manner (up to 98:2) with enantloselectivities approaching 80%. The resulting gamma -formyl nitro compounds are readily converted to chiral, nonracemic 3,4-disubstituted pyrrolidines.

引用

页码：3737 / 3740

页数：4

共 51 条

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