Abstract
Lithium aminoborohydrides (LAB), obtained by the reaction of n-BuLi with amine-boranes, readily reduce imines to the corresponding secondary amines. Lithium diethylaminoborohydride [Li(Et) 2NBH 2] and lithium diisopropylaminoborohydride [Li(i-Pr) 2NBH 3] reduce chiral aliphatic and aromatic imines, derived from α-methylbenzylamines, to give the corresponding enantiomerically enriched secondary amines. The yields of secondary amines from this procedure range from very good to essentially quantitative. The diastereomeric induction in the reduction of the carbon-nitrogen double bond with Li(Et) 2NBH 3 and Li(i-Pr) 2NBH 3 ranged from moderate to very good.
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