Novel Reduction of Carboxylic Acids and Hydroboration of Olefins by Electrolysis of Sodium Borohydride

Article abstract of DOI:10.1246/bcsj.65.530

Electrochemical oxidation of sodium borohydride in diglyme containing aliphatic or aromatic carboxylic acids followed by acid-catalyzed hydrolysis afforded the corresponding primary alcohols in good yields.Furthermore, similar electrochemical oxidation in the presence of a variety of olefins instead of carboxylic acids, followed by treatment with alkaline-hydrogen peroxide, brought about novel electrochemical hydroboration to give the corresponding alcohols regio- and stereoselectively in good yields.