FUNCTIONAL-GROUP HYBRIDS - REACTIVITY OF ALPHA'-NUCLEOFUGE ALPHA,BETA-UNSATURATED KETONES .1. REACTIONS WITH ORGANOCOPPER REAGENTS

被引:17
作者
BARBEE, TR [1 ]
ALBIZATI, KF [1 ]
机构
[1] WAYNE STATE UNIV,DEPT CHEM,DETROIT,MI 48202
关键词
D O I
10.1021/jo00024a014
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of alpha-nucleofuge alpha',beta'-unsaturated ketones encompassing a variety of structural types and nucleofuges was prepared. Treatment of these compounds with lithium dimethylcuprate or methylcopper leads primarily to either reductive cleavage of the alpha-nucleofuge or conjugate addition. Good alpha-nucleofuges favored the reduction pathway while poorer nucleofuges favored conjugate addition.
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页码:6764 / 6773
页数:10
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