1,4-ADDITION OF AZIDE TO TRANS-DIEPOXYCYCLOPENTANE WITH SOLVENT PARTICIPATION

被引:5
作者
FARKAS, F
SEQUIN, U
BUR, D
ZEHNDER, M
机构
[1] UNIV BASEL,INST ORGAN CHEM,ST JOHANNS RING 19,CH-4056 BASEL,SWITZERLAND
[2] UNIV BASEL,INST ANORGAN CHEM,CH-4056 BASEL,SWITZERLAND
关键词
1,2-3,4-DIEPOXIDES; 1,4-ADDITION; AZIDOHYDRINS; NUCLEOPHILIC OPENING OF EPOXIDES;
D O I
10.1016/S0040-4020(01)80582-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reaction of trans-diepoxycyclopentane with azide leads in methanol to the expected azidohydrins; a 1,4-adduct with a 'central' epoxy group is also formed. When the reaction is carried out in acetone/water 1:1, an additional product, which is the acetonide of an azido-trihydroxycyclopentane, is observed. This compound must have been formed by participation of the solvent followed by cyclization.
引用
收藏
页码:103 / 110
页数:8
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