Hydroborations, reductions and reductive iodinations using BHI < inf > 2 < /inf > : N(C < inf > 2 < /inf > H < inf > 5 < /inf > ) < inf > 2 < /inf > Ph Complex

Abstract

The BHI2:N(C2H5)2Ph complex, prepared by the reaction of BH3:N(C2H5)2Ph with I2, is useful for hydroboration of alkenes, reduction of amides, iodination of alcohols, reductive iodination of carboxylic acids, aldehydes and ketones. Selective hydroboration of monosubstituted olefin over disubstituted olefinic moiety and terminal olefins over internal alkyne moiety have been achieved using this reagent. Carboxylic esters and nitriles are not affected by this reagent. Selective hydroboration of 1-alkenes and selective reductive iodination of cyclohexanone are achieved in the presence of ester and nitrile functional groups. © 1992.