SYNTHESIS OF N-BOC-3-AZABICYCLO[3.3.0]OCTAN-7-ONE VIA REDUCTIVE PAUSON-KHAND CYCLIZATION AND SUBSEQUENT CONVERSION TO A NOVEL DIAZATRICYCLIC RING-SYSTEM

被引：27

作者：

BECKER, DP

FLYNN, DL

机构：

[1] Department of Medicinal Chemistry, Searle Research and Development, Skokie, IL 60077-1034

来源：

TETRAHEDRON | 1993年 / 49卷 / 23期

关键词：

D O I：

10.1016/S0040-4020(01)81870-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An intramolecular reductive Pauson-Khand reaction of the hexacarbonyldicobalt complex of N-(tert-butyloxycarbonyl)allylpropargylamine under dry-state adsorption conditions directly afforded the saturated N-BOC-3-azabicyclo[3.3.0]octan-7-one when the reaction was performed under an inert atmosphere. This bicyclic ketone was converted in several steps to the novel octahydro-1-azeto[2,3':3,4]cyclopenta[1,2-C]pyrrole ring system as confirmed by single crystal X-ray analysis.

引用

页码：5047 / 5054

页数：8

共 20 条

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