The Journal of Organic Chemistry

Homologation of carbonyl compounds to aldehydes with lithium bis (ethylenedioxyboryl) methide

DS Matteson, RJ Moody

Index: Matteson,D.S.; Moody,R.J. Journal of the American Chemical Society, 1977 , vol. 99, p. 3196 - 3197

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Citation Number: 57

Abstract

Tris (ethylenedioxybory1) methane reacts with methyllithium at-78" C in THF to form lithium bis (ethy1-enedioxyboryl) methide, which reacts with aldehydes and ketones to form 1- alkene-1-boronic esters. These need not be isolated for efficient oxidation by sodium