Direct synthesis of carboxylic acids from organoboranes

S Hara, K Kishimura, A Suzuki…

Index: Hara, Shoji; Kishimura, Kotaro; Suzuki, Akira; Dhillon, Ranjit S. Journal of Organic Chemistry, 1990 , vol. 55, # 26 p. 6356 - 6360

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Citation Number: 18

Abstract

Direct synthesis of carboxylic acids through a two carbon atom homologation from organoboranes has been achieved, by the reaction with the dianion of phenoxyacetic acid. It is now pmsible to synthesize alkanoic, alkenoic, or alkynoic acids, from the corresponding alkenes, dienes, or enynes, respectively, via hydroboration. The reaction is tolerant of various functional groups present in alkenes, thus giving the corresponding carboxylic ...