Addition of Z-vinylic higher order cyanocuprates to enones followed by O-functionalization

被引:36
作者
Moraes, DN [1 ]
Barrientos-Astigarraga, RE [1 ]
Castelani, P [1 ]
Comasseto, JV [1 ]
机构
[1] Univ Sao Paulo, Inst Quim, BR-05599070 Sao Paulo, Brazil
基金
巴西圣保罗研究基金会;
关键词
Z-vinylic tellurides; higher order cyanocuprates; conjugated addition; vinyl triflates; vinyl phosphates; silyl enol ethers;
D O I
10.1016/S0040-4020(00)00254-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Transmetalation reaction between Z-vinylic tellurides and higher order cyanocuprates generated the corresponding Z-vinylic cyanocuprates. Conjugate addition of these cuprates to enones followed by O-functionalization led to silyl enol ethers, vinyl phosphates and vinyl triflates. The vinyl triflates were transformed into highly unsaturated systems by coupling with alkynes or with Z-vinyl zinc chlorides under Pd (0) catalysis. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:3327 / 3337
页数:11
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