STEREOCHEMICAL CONTROL (E/Z AND SYN ANTI) BY THE DIPHENYLPHOSPHINOYL GROUP IN THE SYNTHESIS OF ALLYLIC ALCOHOLS BY ALLYLIC REARRANGEMENT AND BY 1,4-DIASTEREOSELECTIVE REDUCTION OF ENONES

被引：10
|
作者：
CLAYDEN, J
COLLINGTON, EW
ELLIOTT, J
MARTIN, SJ
MCELROY, AB
WARREN, S
WATERSON, D
机构：
[1] UNIV CAMBRIDGE,CHEM LAB,LENSFIELD RD,CAMBRIDGE CB2 1EW,ENGLAND
[2] GLAXO GRP RES LTD,GREENFORD UB6 0HE,MIDDX,ENGLAND
来源：
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1993年 / 16期
关键词：
D O I：
10.1039/p19930001849
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Allylic rearrangement of substitued 2-hydroxyalk-3-en-1-yl(diphenyl)phosphine oxides to 4-hydroxyalk-2-en-1-yl(diphenyl)phosphine oxides can be performed with total regio- and reasonable stereochemical control. Alternatively, the reduction of substituted 4-diphenylphosphinoylbut-2-en-1-ones shows remarkable 1,4-diastereoselectivity. All these reactions are directed by the diphenylphosphinoyl (Ph2PO) group.
引用
收藏
页码：1849 / 1859
页数：11
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