Stereoselective reduction of various α-keto esters 5a
−
d derived from exo-10,10-diphenyl-2,10-camphanediol 4a and exo-10,10-diphenyl-10-methoxy-2-camphanol 4b is described. High to excellent
diastereomeric excess (99% de) with good chemical yields is obtained. The sense of stereoselectivity
as a function of C10 modification is remarkable. Further, in the case of 5d, both diastereomers of
α-hydroxyl esters can be obtained with excellent optical purity by the appropriate choice of reaction
conditions. The influence of the solvents and additives on the reaction course has been investigated.
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