A convenient method for the preparation of α-vinylfurans by phosphine-initiated reactions of various substituted enynes bearing a carbonyl group with aldehydes
A convenient method for the preparation of α-vinylfurans by phosphine-initiated reactions of various substituted enynes bearing a carbonyl group with aldehydes
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DOI：
10.1016/j.tet.2003.12.034
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发表时间：
2004-02-16
期刊：
影响因子：
2.1
通讯作者：
Itahashi, H
中科院分区：
文献类型：
--
作者：
Kuroda, H;Hanaki, E;Itahashi, H
α-乙烯基呋喃是通过在各种醛的存在下，在烯末端带有羰基的各种烯炔的膦引发的环化反应以中等至高产率获得的。该反应可以由膦与烯炔的1，6-加成、环合和由环化产生的叶立德与醛之间的Wittig反应组成。因此，各种醛能够用于反应中。反应受乙炔位（R-1）和羰基α位（R-3）取代基的影响较大。(C)2004爱思唯尔有限公司保留所有权利。
alpha-Vinylfurans were obtained by phosphine-initiated cyclization of various enynes bearing a carbonyl group at the ene end in the presence of various aldehydes, in moderate to high yields. The reaction may consist of 1,6-addition of phosphine to the enynes, ring closure, and Wittig reaction between the ylid resulting from cyclization and an aldehyde. Thus, various aldehydes were able to be used in the reaction. The reaction was influenced greatly by the substituents at the acetylene position (R-1) and the alpha-Position of the carbonyl group (R-3). (C) 2004 Elsevier Ltd. All rights reserved.