ROLE OF THE ISOMERIZATION PATHWAYS IN THE STAUDINGER REACTION - A THEORETICAL-STUDY ON THE INTERACTION BETWEEN ACTIVATED KETENES AND IMIDATES

被引:30
作者
ARRIETA, A
UGALDE, JM
COSSIO, FP
LECEA, B
机构
[1] EUSKAL HERRIKO UNIBERTSITATEA,FAK KIM,E-20080 SAN SEBASTIAN DON,SPAIN
[2] EUSKAL HERRIKO UNIBERTSITATEA,FAK FARM,E-01007 VITORIA,SPAIN
关键词
D O I
10.1016/S0040-4039(00)73385-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Theoretical studies on the Staudinger reaction between methoxyketene and a simple imidate provide an explanation for the trans stereoselectivity observed. The key step responsible for this unusual outcome is the facile interconversion between two zwitterionic intermediates through a biradical transition state.
引用
收藏
页码:4465 / 4468
页数:4
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