Alkene substituents for selective activation of endo-regioselective polyepoxide oxacyclizations

被引：42

作者：

Bravo, F ^{[1
]}

McDonald, FE ^{[1
]}

Neiwert, WA ^{[1
]}

Hardcastle, KI ^{[1
]}

机构：

[1] Emory Univ, Dept Chem, Atlanta, GA 30322 USA

来源：

ORGANIC LETTERS | 2004年 / 6卷 / 24期

关键词：

D O I：

10.1021/ol048212e

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The presence of an alkenyl substituent on the terminal epoxide of a polyepoxide substrate enhances the yield of all-endo-regioselective tandem oxacyclization to trans-syn-trans-fused polycyclic ethers. For a substrate in which the epoxide and alkene functional groups are separated by two methylene substituents, a novel bromonium ion-induced endo-regioselective cyclization to bromooxepane is also described.

引用

收藏

页码：4487 / 4489

页数：3

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