Stereoselective synthesis of (Z)-ketoeneynes via Pd(0)-Cu(I)-catalyzed cross-coupling of (Z)-ketoenol triflate with 1-alkynes

被引：12

作者：

Dai, WM

Wu, JL

机构：

[1] Department of Chemistry, Hong Kong Univ. Sci. Technol. C., Kowloon

[2] Department of Chemistry, Hangzhou University

来源：

TETRAHEDRON | 1997年 / 53卷 / 27期

关键词：

D O I：

10.1016/S0040-4020(97)00610-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A general and stereoselective synthesis of (Z)-ketoeneynes 9 and 11a-f was established by using a Pd(O)-Cu(I)-catalyzed cross-coupling of the labile (Z)-ketoenol triflate 3 with 1-alkynes under carefully controlled reaction conditions. Isomerization of the coupling products into the more stable (E)-ketoeneynes 8 and 12a-f was observed and could be minimized by earring out the coupling reaction in CH3CN at low temperature using Et3N as the base. (C) 1997 Elsevier Science Ltd.

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收藏

页码：9107 / 9114

页数：8

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