Journal of Organometallic Chemistry

Alkene-1, 1-diboronic esters from the condensation of triborylmethide anions with ketones or aldehydes

DS Matteson, PB Tripathy

Index: Matteson,D.S.; Tripathy,P.B. Journal of Organometallic Chemistry, 1974 , vol. 69, p. 53 - 62

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Citation Number: 25

Abstract

Abstract The triborylmethide ions,[(RO) 2 B] 3 C−, from the reaction of methyllithium with the methyl ester of methanetetraboronic acid, C [B (OMe) 2] 4, or the pinacol ester, C (BO 2 C 2 Me 4) 4, condense readily with ketones, R′ 2 CO, to form alkene-1, 1-diboronic esters, R′ 2 C C [B (OR) 2] 2. The reaction is a general one and tolerates other functional groups, including α-chloro, carbethoxy, and tertiary amino substituents. Acetaldehyde and ...