OXYMETALATION .24. PREPARATION OF CYCLIC PEROXIDES BY CYCLOPEROXYMERCURIATION OF UNSATURATED HYDROPEROXIDES

被引：26

作者：

BLOODWORTH, AJ

CURTIS, RJ

SPENCER, MD

TALLANT, NA

机构：

[1] Chemistry Department, University College London, London, WC1H 0AJ

来源：

TETRAHEDRON | 1993年 / 49卷 / 13期

关键词：

D O I：

10.1016/S0040-4020(01)86350-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Seventeen unsaturated hydroperoxides have been converted by treatment with mercury(II) acetate and/or mercury(II) nitrate into nineteen new mercuriated cyclic peroxides and by subsequent demercuriation with alkaline sodium borohydride, six new mercury-free peroxides have been isolated. The results greatly extend the range of such reactions and provide information about the stereoselectivities and relative ease of several different modes of cycloperoxymercuriation. It is suggested that the reactions with mercury(II) acetate are kinetically controlled whereas those with mercury(II) nitrate show a component of thermodynamic control of product distribution.

引用

页码：2729 / 2750

页数：22

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