Use of chiral B(III) complexes in the cycloaddition of C,N-diphenylnitrone to tert-butyl vinyl ether

被引:13
作者
Bayón, P [1 ]
de March, P [1 ]
Figueredo, M [1 ]
Font, J [1 ]
Medrano, J [1 ]
机构
[1] Univ Autonoma Barcelona, Dept Quim, Bellaterra 08193, Spain
关键词
D O I
10.1016/S0957-4166(00)00405-5
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The 1,3-dipolar cycloaddition of C,N-diphenylnitrone to tert-butyl vinyl ether in the presence of several chiral B(III) complexes which incorporate different bidentate ligands has been investigated. The use of these B(III) species reverses the endo/exo diastereoselectivity in relation to the uncatalysed reaction, giving trans cycloadducts as major products. Some of the catalysts gave very fast and high yielding reactions, but the enantioselectivities were only low to moderate. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:4269 / 4278
页数:10
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