Pyrrolidines bearing a quaternary α-stereogenic center.: Part 2.: Access to proline chimeras, stereoselective approach and mechanistic aspects

被引：19

作者：

Trancard, D ^{[1
]}

Tout, JB ^{[1
]}

Giard, T ^{[1
]}

Chichaoui, I ^{[1
]}

Cahard, D ^{[1
]}

Plaquevent, JC ^{[1
]}

机构：

[1] Univ Rouen, Fac Sci, UPRES A 6014, IRCOF,Lab Fonct Azotees & Oxygenees Complexes, F-76821 Mt St Aignan, France

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 20期

关键词：

amino aldehydes; diastereoselection; enamines; pyridinium salts; pyrrolidines;

D O I：

10.1016/S0040-4039(00)00505-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The present work describes the access to various proline chimeras bearing a quaternary cx-stereogenic center, via the Duhamel ring contraction of heterocyclic enamines. Attempts to induce diastereoselectivity are reported. The 'chiral enamine' strategy afforded the required aminoaldehydes with diastereomeric ratios as high as 85:15. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：3843 / 3847

页数：5

共 46 条

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