HYDROXYSELENATION OF ALLYLIC ALCOHOLS

HYDROXYSELENATION OF ALLYLIC ALCOHOLS
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DOI:
10.1016/0040-4039(95)00247-a
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发表时间:
1995-03-27
影响因子:
1.8
通讯作者:
WARD, AD
WARD, AD
中科院分区:
化学4区
文献类型:
--
作者:
COOPER, MA;WARD, AD

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末端或环状烯丙醇的羟基硒化以高区域和立体选择性发生,以高产率得到β,β ′-二羟基苯基硒化加合物。提出了这种选择性的机制。这些加合物的效用通过羟基硒化物(9a)经由硒酮的中间作用转化为环氧化物(11)来说明。
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.