Novel mercuric triflate-catalyzed condensation of ketones and homoallyl alcohols

被引：28

作者：

Nishizawa, M ^{[1
]}

Shigaraki, T ^{[1
]}

Takao, H ^{[1
]}

Imagawa, H ^{[1
]}

Sugihara, A ^{[1
]}

机构：

[1] Tokushima Bunri Univ, Fac Pharmaceut Sci, Yamashiro, Tokushima 7708514, Japan

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 06期

关键词：

mercury and compounds; carbonium ions; condensations; cyclization;

D O I：

10.1016/S0040-4039(98)02551-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Novel condensation of ketones with homoallyl alcohols catalyzed by Hg(OTf)(2) has been developed, generating a 6-membered ring ether alcohol, bisether, and olefins. The reaction is initiated by hemiacetal formation, and cyclization of the resulting oxonium cation provides the 6-membered ring carbocation as a common intermediate. Thus, it is a catalytic Prins-type condensation of non-activated homoallyl alcohols and ordinary ketones. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：1153 / 1156

页数：4

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