MN(III)-BASED OXIDATIVE FREE-RADICAL CYCLIZATIONS OF GAMMA,GAMMA-BIS(ALLYLIC)ACETOACETATES

被引：18

作者：

DOMBROSKI, MA ^{[1
]}

SNIDER, BB ^{[1
]}

机构：

[1] BRANDEIS UNIV,DEPT CHEM,WALTHAM,MA 02254

来源：

TETRAHEDRON | 1992年 / 48卷 / 08期

关键词：

MN(OAC)3; CU(OAC)2; RADICAL CYCLIZATIONS; TANDEM CYCLIZATION;

D O I：

10.1016/S0040-4020(01)92231-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Oxidative free-radical cyclizations of gamma,gamma(bis)allylic acetoacetates demonstrate that 1,1-disubstituted double bonds are much more reactive than mono- or chloroalkyl-substituted double bonds. The products isolated suggests that bicyclo[3.2.1]octanes 25, 31, 33 and 36 are formed from boat cyclohexyl radical 42 and tandem cyclization products 30, 37 and 38 are obtained from boat cyclohexyl radical 41.

引用

页码：1417 / 1426

页数：10

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[2]

Beckwith A. L. J., 1980, REARRANGEMENTS GROUN, V1, P162

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