THE SYNTHESIS OF DELTA-HYDROXY ALLYLIC PHOSPHINE OXIDES BY PALLADIUM(II)-CATALYZED ALLYLIC ACETATE TRANSPOSITION

被引：12

作者：

CLAYDEN, J ^{[1
]}

WARREN, S ^{[1
]}

机构：

[1] UNIV CAMBRIDGE,CHEM LAB,LENSFIELD RD,CAMBRIDGE CB2 1EW,ENGLAND

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1993年 / 23期

关键词：

D O I：

10.1039/p19930002913

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Palladium(II)-catalysed allylic acetate transposition, when driven by the diphenylphosphinoyl (Ph2PO) group, is regiospecific (acetate moves away from the Ph2PO group), stereoselective (the new double bond is E), and stereospecific (the acetate moves suprafacially across the allyl system). The rearranged acetates can be hydrolysed to delta-hydroxy allylic phosphine oxides which are useful intermediates in a variety of synthetic methods.

引用

页码：2913 / 2923

页数：11

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