Synthesis

Preparation of (E)-1-alkenylboronic acid pinacol esters via transfer of alkenyl group from boron to boron

K Shirakawa, A Arase, M Hoshi

Index: Shirakawa, Kazuya; Arase, Akira; Hoshi, Masayuki Synthesis, 2004 , # 11 p. 1814 - 1820

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Citation Number: 8

Abstract

Abstract Two synthetic routes to (E)-1-alkenylboronic acid pinacol esters 3 were investigated. Hydroboration of 1-alkynes 1 with 1, 3, 2-benzodioxaborole (catecholborane), in situ generated by the reaction of BH 3 in THF with catechol, proceeded in the presence of a catalytic amount of dicyclohexylborane in THF at room temperature to give the corresponding (E)-1-alkenylboronic acid catechol esters 2. Treatment of the resultant ...