TiCl4--mediated olefination of aldehydes with acetic acid and alkyl acetates: a stereoselective approach to (E)-α,β-unsaturated carboxylic acids and esters

被引：12

作者：

Augustine, John Kallikat ^{[1
]}

Boodappa, Chandrakantha ^{[1
]}

Venkatachaliah, Srinivasa ^{[1
]}

Mariappan, Ayyampillai ^{[1
]}

机构：

[1] Syngene Int Ltd, Bangalore 560099, Karnataka, India

来源：

TETRAHEDRON LETTERS | 2014年 / 55卷 / 24期

关键词：

(E)-alpha; beta-Unsaturated carboxylic acids; Acetic acid; TiCl4; Olefination; C-C bond forming reactions; ALPHA-CHLORO-ALPHA; BETA-UNSATURATED ESTERS; ALPHA; REARRANGEMENT; AGENTS; HECK;

D O I：

10.1016/j.tetlet.2014.04.098

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new method has been developed for the preparation of alpha,beta-unsaturated carboxylic acids and corresponding esters with (E)-stereoselectivity via the TiCl4-mediated olefination of aldehydes. The method, which uses readily available acetic acid or its alkyl esters as active methylene partners, is more flexible and complementary to conventional routes in the preparation of (E)-cinnamic acid derivatives. (C) 2014 Elsevier Ltd. All rights reserved.

引用

页码：3503 / 3506

页数：4

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