Journal of the American Chemical Society

Facile redistribution of trialkylboranes with trimethylene borate. A simple, general synthesis of alkaneboronic esters and acids from olefins via hydroboration

HC Brown, SK Gupta

Index: Brown,H.C.; Gupta,S.K. Journal of the American Chemical Society, 1970 , vol. 92, p. 6983 - 6984

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Citation Number: 12

Abstract

Trialkylboranes undergo a facile and clean redistribution reaction with trimethylene borate under the influence of catalytic quantities of diborane at 120". The alkaneboronic esters, formed in this reaction in nearly quantitative yields, are stable, readily isolated, and are easily hydrolyzed to the corresponding alkaneboronic acids. Consequently, this procedure provides a convenient new synthesis of alkaneboronic acids. Aikaneboronic acids and ...