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金(I)催化从炔丙基酯合成(1E,3E)-二烯。

Gold(I)-catalyzed synthesis of (1E,3E)-dienes from propargylic esters.

作者信息

Dudnik Alexander S, Schwier Todd, Gevorgyan Vladimir

机构信息

Department of Chemistry, University of Illinois at Chicago, 845 West Taylor Street, Chicago, Illinois 60607-7061, USA.

出版信息

J Organomet Chem. 2009 Feb 15;694(4):482-485. doi: 10.1016/j.jorganchem.2008.08.010.

Abstract

A mild and stereoselective gold(I)-catalyzed domino transformation of propargylic esters leading to substituted (1E,3E)-dienes has been developed. This cascade process proceeds via a sequence of 1,3-acyloxy- or 1,3-phosphatyloxy migrations to form allenic intermediate followed by a proton transfer.

摘要

已开发出一种温和且立体选择性的金(I)催化的炔丙基酯多米诺转化反应,可生成取代的(1E,3E)-二烯。该串联过程通过1,3-酰氧基或1,3-磷酸氧基迁移序列进行,以形成烯丙基中间体,随后进行质子转移。

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