Enantioselective conjugate addition of a lithium ester enolate catalyzed by chiral lithium amides

被引：23

作者：

Duguet, Nicolas ^{[1
]}

Harrison-Marchand, Anne

Maddaluno, Jacques

Tomioka, Kiyoshi

机构：

[1] Univ Rouen, CNRS, UMR 6014, Lab Fonct Azotees & Oxygenees Complexes IRCOF, F-76821 Mont St Aignan, France

[2] INSA, F-76821 Mont St Aignan, France

[3] Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan

来源：

ORGANIC LETTERS | 2006年 / 8卷 / 25期

关键词：

D O I：

10.1021/ol062270d

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Mixed aggregates of chiral lithium amide and lithium ester enolate have been employed in the enantioselective conjugate addition on alpha,beta-unsaturated esters. Michael adducts were obtained in ee's up to 76% combining a lithium enolate and a chiral 3-aminopyrrolidine lithium amide. The sense of the induction was found to be determined by both the relative configuration of the stereogenic centers borne by the amide and the solvent in which the reaction was conducted.

引用

页码：5745 / 5748

页数：4

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