CARBOALUMINATION OF 1-ALKYNES AND INSITU TRANSMETALATION TO HIGHER-ORDER CYANOCUPRATES - STEREOSPECIFIC SYNTHESIS OF TRISUBSTITUTED AND DISUBSTITUTED OLEFINS BY CONJUGATE ADDITION TO ENONES

被引:50
作者
IRELAND, RE
WIPF, P
机构
[1] Department of Chemistry, McCormick Road, University of Virginia, Charlottesville
关键词
D O I
10.1021/jo00292a009
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A method is described for the direct carbo-alumination and in situ cuprate exchange that makes possible the conjugate addition of disubstituted (R, CH3) or monosubstituted (R, H) vinyl anions to α,β-unsaturated ketones. The process results in high yields (63-95%) of conjugate addition products without the customary intervention of the more standard vinyl iodide and then cuprate formation. © 1990, American Chemical Society. All rights reserved.
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页码:1425 / 1426
页数:2
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