Regioselective aryl radical cyclisation .2. Synthesis of octahydro-1H-dibenzo[a,d]cycloheptenes through 7-endo ring closure

被引：20

作者：

Ghosh, AK

Mukhopadhyaya, JK

Ghatak, UR

机构：

[1] INDIAN INST CHEM BIOL, CALCUTTA 700032, W BENGAL, INDIA

[2] INDIAN ASSOC CULTIVAT SCI, DEPT ORGAN CHEM, CALCUTTA 700032, W BENGAL, INDIA

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1997年 / 18期

关键词：

D O I：

10.1039/a702253k

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A simple convergent synthesis of trans- and cis-octahydro-1H-dibenzo[a,d]cycloheptenes 15a-c and 16a-c and 20a-c and 21a-c through implementation of a regioselective 7-endo-trig-aryl radical cyclisation of the respective 2-(o-bromoarylethyl)-1-methylenecyclohexanes 6a-c and 8a-c with tributyltin hydride is described, The scope of the 7-endo aryl radical cyclisation has been further demonstrated by the synthesis of (2SR,4aRS,11aSR)-methyl 1,1-dimethyl-2,3,4,4a,5,10,11,11a-octahydro-1H-dibenzo[a,d]cycloheptene-2-carboxylate 29.

引用

收藏

页码：2747 / 2755

页数：9

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