A novel approach to bis-isoxazolines using a latent form of cyclopentadienone

被引:22
作者
Basra, SK
Drew, MGB
Mann, J
Kane, PD
机构
[1] Univ Reading, Dept Chem, Reading RG6 6AD, Berks, England
[2] Novartis Ltd, Horsham RH12 4AB, W Sussex, England
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 2000年 / 21期
关键词
D O I
10.1039/b005520o
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We describe the synthesis of a range of both racemic and homochiral 4-alkyl- and 4-aryl-8-hydroxy-2-oxa-3-azabicyclo[3.3.0]oct-3-en-6-ones (isoxazolines) from the 1,3-dipolar cycloaddition reactions between alky- and aryl-nitrile oxides and 4-alkoxycyclopent-2-enones. Elimination of the 8-hydroxy group and subsequent additional cycloaddition reactions provided 5,9-disubstituted-3,11-dioxa-4,10-diazatricyclo[6.3.0(1,8).0(2,6)]undeca-4,9-dien-7-ones (bis-isoxazolines) formally derived from cyclopentadienone.
引用
收藏
页码:3592 / 3598
页数:7
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