Highly regio- and stereoselective synthesis of beta-halohydrins from epoxides catalyzed with ceric ammonium nitrate

被引：49
作者：
Iranpoor, N
Kazemi, F
Salehi, P
机构：
[1] Chemistry Department, Shiraz University
[2] Chemistry Department, Kermanshah University, Kermanshab
来源：
SYNTHETIC COMMUNICATIONS | 1997年 / 27卷 / 07期
关键词：
D O I：
10.1080/00397919708003362
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Ce(IV) as ceric ammonium nitrate can effectively catalyze ring opening of epoxides with halides under very mild conditions and easy procedure to give the corresponding beta-chloro- and beta- bromohydrins in excellent yields. The reactions occur with both substituted and unsubstituted quaternary ammonium halides and with high regio- and stereoselectivity. The reaction of optically active styrene oxide with chloride ion was found to be highly stereospecific and afforded the corresponding beta-halohydrin in 96% ee.
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页码：1247 / 1258
页数：12
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