Tandem enantioselective conjugate addition-Mannich reactions:: efficient multicomponent assembly of dialkylzincs, cyclic enones and chiral N-sulfinimines

被引：39

作者：

Gonzalez-Gomez, Jose C.

Foubelo, Francisco ^{[1
]}

Yus, Miguel

机构：

[1] Univ Alicante, Fac Ciencias, Dept Quim Organ, Alicante 03080, Spain

来源：

TETRAHEDRON LETTERS | 2008年 / 49卷 / 15期

关键词：

conjugate addition; multicomponent reaction; chiral sulfinimines; beta-amino ketones; dialkyl zincs;

D O I：

10.1016/j.tetlet.2008.02.076

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A convenient access to enantiopure beta-amino ketones through a multicomponent reaction of dialkyl zinc reagents, cyclic enones and chiral N-tert-butanesulfinimines is disclosed. Four diastereoisomers can be selectively obtained by the appropriate choice of the chiral ligand (L or ent-L) and the chiral N-sulfinimine (R-S or S-S). The protocol is particularly efficient when enolisable N-sulfinimines are used. (C) 2008 Elsevier Ltd. All rights reserved.

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收藏

页码：2343 / 2347

页数：5

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