Synthesis of (E)-α,β-unsaturated esters with total diastereoselectivity by using chromium dichloride

被引：17

作者：

Concellón, JM ^{[1
]}

Rodríguez-Solla, H ^{[1
]}

Méjica, C ^{[1
]}

机构：

[1] Univ Oviedo, Fac Quim, Dept Quim Organ & Inorgan, E-33071 Oviedo, Spain

来源：

TETRAHEDRON LETTERS | 2004年 / 45卷 / 14期

关键词：

chromium; eliminations; esters;

D O I：

10.1016/j.tetlet.2004.02.011

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Synthesis of di- and trisubstituted (E)-alpha,beta-unsaturated esters is easily achieved by using chromium dichloride through an elimination reaction of a diastereoisomeric mixture of alpha-halo-beta-hydroxy esters. The starting materials were easily prepared by the aldol reaction of lithium enolates of alpha-chloroesters with aldehydes. A mechanism to explain this elimination process is proposed. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：2977 / 2979

页数：3

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