[3,3]-Sigmatropic Rearrangement of Cyclopropenylcarbinyl Cyanates: Access to Alkylidene(aminocyclopropane) Derivatives.
作者： Guillaume Ernouf , Jean-Louis Brayer , Benoît Folléas , Jean-Pierre Demoute , Christophe Meyer
关键词: Overman rearrangement 、 Stereochemistry 、 Chemistry 、 Stereoselectivity 、 Sigmatropic reaction
摘要: Cyclopropenylcarbinyl cyanates, generated in situ by dehydration of the corresponding carbamates, underwent an efficient and stereoselective [3,3]-sigmatropic rearrangement leading to alkylidene(isocyanatocyclopropanes), which could be converted into various alkylidene(aminocyclopropane) derivatives a one-pot manner. This transformation complements repertoire sigmatropic rearrangements involving cyclopropenylcarbinol particular, previously reported Overman cyclopropenylcarbinyl trichloroacetimidates.
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