Hydroboration. 69. Hydroboration Characteristics of Lithium Borohydride/Ethyl Acetate in Ethyl Ether. A New System for Controlled Hydroboration of Alkenes and Alkynes

Article abstract of DOI:10.1021/jo00199a015

Alkenes and alkynes, which are normally inert to lithium borohydride, are readily hydroborated by this reagent in ethyl ether in the presence of carboxylic esters at 25 deg C.Alkenes form dialkylborinates while alkynes give rise either to vinylboranates or divinylborinates, depending upon the structure and reactivity of the alkyne and the stoichiometry of the reagent.This valuable intermediates are readily transformed into other organic derivatives, thus making this controlled hydroboration procedure a practical, valuable procedure in organic synthesis.