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

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• 作者：John Kallikat Augustine ; ^{john.kallikat@syngeneintl.com" class="auth_mail} ; ^{john.kallikat@gmail.com" class="auth_mail} ; Chandrakantha Boodappa ; Srinivasa Venkatachaliah ; Ayyampillai Mariappan
• 关键词：(E)-伪 ; 尾-Unsaturated carboxylic acids ; Acetic acid ; TiCl4 ; Olefination ; CC bond forming reactions
• 刊名：Tetrahedron Letters
• 出版年：11 June 2014
• 年：2014
• 卷：55
• 期：24
• 页码：3503-3506
• 全文大小：4078 K

文摘

A new method has been developed for the preparation of 伪,尾-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.