Dibutylboron triflate promoted conjugate addition of benzylic and allylic organocopper reagents to chiral alpha,beta-unsaturated N-acyl imidazolidinones

被引:24
作者
vanHeerden, PS
Bezuidenhoudt, BCB
Ferreira, D
机构
[1] Department of Chemistry, University of the Orange Free State, Bloemfontein 9300
关键词
D O I
10.1016/S0040-4039(97)00160-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The organocopper-Lewis acid system, RCu-TMEDA-Bu(2)BOTf, is useful for conjugate addition to highly constrained chiral alpha,beta-unsaturated N-acyl imidazolidinones. In comparison with the corresponding TMSCl-activated reagents, Bu(2)BOTf exhibits a dramatic increase in reactivity during 1,4-addition of benzylic and allylic organocopper reagents, which react more readily with crotonoyl-, and especially cinnamoyl imides. (C) 1997 Published by Elsevier Science Ltd.
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页码:1821 / 1824
页数:4
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