Highly efficient access to strained bicyclic ketals via gold-catalyzed cycloisomerization of bis-homopropargylic diols

被引：245

作者：

Antoniotti, S ^{[1
]}

Genin, E ^{[1
]}

Michelet, V ^{[1
]}

Genêt, JP ^{[1
]}

机构：

[1] Ecole Natl Super Chim Paris, Lab Synthese Select Organ & Prod Nat, UMR 7573, F-75231 Paris, France

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2005年 / 127卷 / 28期

关键词：

D O I：

10.1021/ja0530671

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A highly efficient gold-catalyzed cycloisomerization reaction of bis-homopropargylic diols is described. The cyclizations are conducted in the presence of either AuI or AuIII catalysts in MeOH at room temperature in a very short time. The reaction conditions are compatible with functional groups, such as n-butyl, phenyl, allyl, benzyl, and alcohol groups, leading to original strained dioxabicyclo[2.2.1], -[2.2.2], or -[3.2.1] ketals in good to excellent yields. Copyright © 2005 American Chemical Society.

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页码：9976 / 9977

页数：2

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