A new entry into 2-azabicyclo[2.1.1]hexanes via 3-(chloromethyl) cyclobutanone

被引:38
作者
Stevens, C [1 ]
DeKimpe, N [1 ]
机构
[1] STATE UNIV GHENT,DEPT ORGAN CHEM,FAC AGR & APPL BIOL SCI,B-9000 GHENT,BELGIUM
关键词
D O I
10.1021/jo951865b
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
2-Azabicyclo[2.1.1]hexanes, which possess the skeleton of 2,4-methanoproline (a naturally occurring insect antifeedant), were synthesized by imination of the previously unknown 3-(chloromethyl)cyclobutanone and subsequent reductive cyclization. The precursor of the latter, 3-oxocyclobutane carboxylic acid, was prepared by two pathways in multigram quantities.
引用
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页码:2174 / 2178
页数:5
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