STEREOCONTROLLED SYNTHESES OF HYDROXYLATED TRICYCLIC SYSTEMS BY A NEW ANNULATION OF 2-CYCLOHEXEN-1-ONE

被引：24

作者：

MARSON, CM

BENZIES, DWM

HOBSON, AD

机构：

[1] Department of Chemistry, The University, Sheffield

来源：

TETRAHEDRON | 1991年 / 47卷 / 29期

关键词：

D O I：

10.1016/S0040-4020(01)80982-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Tricyclic keto-diols have been synthesised by a three-step annulation procedure in which hydroxyenones, prepared by the coupling of 2-cyclohexen-1-one with aldehydes, are diastereoselectively epoxidised and the syn-epoxides cyclised with tin(IV) chloride. Kinetic resolution of the hydroxyenones was achieved by enantiomeric epoxidation.

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页码：5491 / 5506

页数：16

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