Preparation and properties of cyclopropylcarbinyllithium

PT Lansbury, VA Pattison, WA Clement…

Index: Lansbury,P.T. et al. Journal of the American Chemical Society, 1964 , vol. 86, p. 2247 - 2251

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Citation Number: 39

Abstract

In the course of studies on the organolithium-induced isomerization of benzyl alkyl ethers3 (the U'ittig rearrangement) we observed that benzyl cyclopropylcarbinyl ether underwent isomerization mainly to phen-ylcyclopropylcarbinylcarbinol. This result was of interest since the accepted me~ hanisrn~,~ of the Wittig rearrangement involves cleavage and recombination, with the migrating group ejected as a carbanion (complexed by lithium ion ...