Cycloadditions of highly functionalized C-6-synthons to cyclic nitrones

被引:14
作者
Closa, M [1 ]
deMarch, P [1 ]
Figueredo, M [1 ]
Font, J [1 ]
Soria, A [1 ]
机构
[1] UNIV AUTONOMA BARCELONA,DEPT QUIM,BELLATERRA 08193,BARCELONA,SPAIN
关键词
D O I
10.1016/S0040-4020(97)10083-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The 1,3-dipolar cycloaddition of cyclic nitrones to several C-6 alpha,beta-unsaturated esters and lactones with different functionalities has been studied. All these olefins have shown high stereoselectivity, with a predominance of the exo or endo transition state for the cis or trans dipolarophiles, respectively. The antifacial approach is favoured in the reactions with gamma-substituted hexenolides and also with the substituted nitrone 21. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:16803 / 16816
页数:14
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