Palladium(II)-catalyzed formation of gamma-butyrolactones from 4-trimethylsilyl-3-alkyn-1-ols: Synthetic and mechanistic aspects

被引：45

作者：

Compain, P

Gore, J

Vatele, JM

机构：

[1] Laboratoire de Chimie Organique I, Associé au CNRS, Univ. Claude Bernard CPE-Lyon, 69622 Villeurbanne

来源：

TETRAHEDRON | 1996年 / 52卷 / 31期

关键词：

D O I：

10.1016/0040-4020(96)00567-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

gamma-butyrolactones are obtained in good yields from 4-trimethylsilyl-3-alkyn-1-ols via Wacker-type oxidation reaction. A mechanism is proposed for this transformation : it involves two successive trans-hydroxypalladations followed by a [PdXSiMe(3)] syn-elimination and explains why the presence of the silyl group is essential in such a process. Copyright (C) 1996 Elsevier Science Ltd

引用

页码：10405 / 10416

页数：12

共 26 条

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