The Journal of organic chemistry

Debrominations of vic-dibromides with diorganotellurides. 1. Stereoselectivity, relative rates, and mechanistic implications

TS Butcher, F Zhou, MR Detty

文献索引：Butcher, Timothy S.; Zhou, Feng; Detty, Michael R. Journal of Organic Chemistry, 1998 , vol. 63, # 1 p. 169 - 176

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被引用次数: 25

摘要

Debrominations of vic-dibromides with diaryl tellurides 1-4 and di-n-hexyl telluride (9) are described. A mechanistic explanation of the debromination is offered which accounts for several key experimental observations:(1) the reaction is highly stereoselective with erythro- dibromides giving trans-olefins and threo-dibromides giving cis-olefins,(2) the reaction is accelerated by more electron-rich diorganotellurides,(3) the reaction is accelerated in a ...