Silylcupration of allenes followed by reaction with enones.: A new strategy for the synthesis of methylenecyclopentanols

被引：26

作者：

Barbero, A ^{[1
]}

García, C ^{[1
]}

Pulido, FJ ^{[1
]}

机构：

[1] Univ Valladolid, Dept Quim Organ, E-47011 Valladolid, Spain

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 36期

关键词：

silylcupration; allene; allylsilane; cyclization; methylenecyclopentanol;

D O I：

10.1016/S0040-4039(99)01264-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Silylcupration of allene using phenyldimethylsilyl-copper followed by conjugated addition to alpha,beta-unsaturated ketones affords oxoallylsilanes with different substitution patterns. When the former oxoallylsilanes are treated with a Lewis acid they undergo highly stereoselective allylsilane terminated cyclization leading to mono-, bi-, and tricyclic methylenecyclopentanols. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：6649 / 6652

页数：4

共 18 条

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