Hydroboration of prochiral olefins with chiral Lewis base-borane complexes: Relationship to the mechanism of hydroboration

Abstract

Alcohols with up to 19% enantiomeric excess were obtained on hydroboration/oxidation of representative prochiral olefins using N-isobornyl-N-methylaniline-borane or N-benzyl-N-isopropyl-α- methylbenzylamine-borane indicating that the Lewis base is present in the hydroboration transition state.