HYDROXYSELENATION OF ALLYLIC ALCOHOLS

被引:20
作者
COOPER, MA [1 ]
WARD, AD [1 ]
机构
[1] UNIV ADELAIDE,DEPT CHEM,ADELAIDE,SA 5005,AUSTRALIA
关键词
D O I
10.1016/0040-4039(95)00247-A
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Hydroxyselenation of terminal or cyclic allylic alcohols occurs with high regio- and stereoselectivity to give beta,beta'-dihydroxyphenylselenated adducts in high yields. A mechanism for this selectivity is proposed. The utility of these adducts is illustrated by the conversion of the hydroxyselenide (9a) to the epoxide (11) via the intermediacy of a selenone.
引用
收藏
页码:2327 / 2330
页数:4
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