ChemInform Abstract: Stereoselective Reduction of Prochiral Ketones, Using Aluminum Hydride Reagents Prepared from LiAlH4 and Chiral Diethanolamines.
Abstract
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ChemInform Abstract
The asymmetric reduction of prochiral ketones, such as (I), (III) or ( V), to chiral secondary alcohols by complexes of LiAlH4 with optically active diethanolamines is studied. Both enantiomers of the alcohol, e. g. (S)- and (R)-(II), can be obtained by using diethanolamines containing either H or alkyl substituents at the C in α-position to N. The stereoselectivity of the reaction depends upon the temp. of the reduction and upon the conditions of the preparation of the chiral complex.
