Starting from simple amino acid esters and Merrifield resins, a small library of polymer-bound chiral-β-amino alcohols can be prepared. By reaction with LiALH4 the corresponding chiral reducing agents are obtained, having structural variations at both the α and β positions. All supported reagents are able to reduce acetophenone to 1-phenylethanol. Enantioselectivity is observed when the steric hindrance in the chiral fragment is increased. Best results are obtained for the supported derivative of α,α-diphenyl phenylalaninol.
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Altava et al. (1999) studied this question.
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