RHODIUM(I)-CATALYZED AND IRIDIUM(I)-CATALYZED HYDROBORATION REACTIONS - SCOPE AND SYNTHETIC APPLICATIONS

被引:254
作者
EVANS, DA
FU, GC
HOVEYDA, AH
机构
[1] Department of Chemistry, Harvard University, Cambridge
关键词
D O I
10.1021/ja00043a009
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A study of the rhodium(I)- and iridium(I)-catalyzed hydroboration of olefins with catecholborane is described. Applications to organic synthesis were one focus of this investigation. The scope of the reaction was defined, and issues of stereoselection were addressed. The rhodium-catalyzed hydroboration of several classes of allylic alcohols was found to be highly diastereoselective, preferentially affording the isomer complementary to that furnished by the uncatalyzed variant of the reaction (9-BBN). The first two general approaches to effecting a directed olefin hydroboration were developed. Both phosphinites and amides proved capable of delivering the transition metal reagent.
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收藏
页码:6671 / 6679
页数:9
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