Highly efficient, regio- and stereoselective ring opening of epoxides and thiiranes with Ce(OTf)4

被引：62

作者：

Iranpoor, N ^{[1
]}

Shekarriz, M ^{[1
]}

Shiriny, F ^{[1
]}

机构：

[1] Shiraz Univ, Dept Chem, Shiraz 71454, Iran

来源：

SYNTHETIC COMMUNICATIONS | 1998年 / 28卷 / 02期

关键词：

D O I：

10.1080/00397919808005728

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Ceric triflate, Ce(OTf)(4) is used as an efficient catalyst for ring opening of epoxides in the presence of alcohols, water, and acetic acid. The reactions proceed with high regio and stereoselectivity and in excellent yields. The reaction of R(+) styrene oxide with methanol occurs with excellent optical purity. Ring opening of thiiranes in alcohols, water and acetic acid followed by dimerisation to the corresponding disulfides occur efficiently in the presence of this reagent. A mild method for the preparation of dithianes from thiiranes and Ce(OTf)(4) is also described.

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页码：347 / 366

页数：20

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