AN ACYL RADICAL INITIATED TANDEM 7-ENDO/5-EXO RADICAL CYCLIZATION APPROACH TO ENANTIOMERICALLY PURE BICYCLO[5.3.0]DECAN-2-ONES

被引：33

作者：

BATTY, D

CRICH, D

机构：

[1] UNIV ILLINOIS,DEPT CHEM,M-C 111,BOX 4348,CHICAGO,IL 60680

[2] UNIV LONDON UNIV COLL,DEPT CHEM,LONDON WC1H 0AJ,ENGLAND

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 07期

关键词：

D O I：

10.1016/S0040-4039(00)91564-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The preparation of acetonide derivatives of erythro and threo 4,5-dihydroxyhept-6-enoic acids from the chiral pool is described. The phenylseleno esters derived from these acids undergo cyclization with tributyltin hydride to give mixtures of cyclohexanones and cycloheptanones. The inclusion of the appropriate four carbon side chain at C-7 leads, via a tandem radical cyclization process, to the title compounds in moderate yield.

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页码：875 / 878

页数：4

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