X=Y-ZN SYSTEMS AS POTENTIAL 1,3-DIPOLES .46. CASCADE 1,3-DIPOLAR CYCLOADDITION REACTIONS OF CEPHALOSPORIN IMINES

被引:16
作者
GRIGG, R [1 ]
MCMEEKIN, P [1 ]
SRIDHARAN, V [1 ]
机构
[1] GLAXO RES & DEV,STEVENAGE SG1 2NY,HERTS,ENGLAND
基金
英国工程与自然科学研究理事会;
关键词
D O I
10.1016/0040-4020(95)00847-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Proton sponge effects in ortho-OMe and -NMe(2) arylidene imines of 7-aminocephalosporins promote thermal (toluene, 110 degrees C) 1,2-prototropy to give mixtures of E,E- and E,Z-azomethine ylides which undergo diastereofacially specific (alpha-face) cycloaddition to N-phenylmaleimide to give mixtures of mainly endo-cycloadducts in excellent yield.
引用
收藏
页码:13347 / 13356
页数:10
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