Abstract
Chitin derivatives having 1,4-dihydronicotinamide groups (NADH model groups) were prepared and evaluated as polymeric asymmetric reducing agents. Water-soluble chitin and chitosan were efficiently nicotinoylated with nicotinic anhydride in aq. pyridine or aq. acetic acid/methanol under almost homogeneous highly swollen or homogeneous conditions. The subsequent quaternization and reduction of the pendant nicotinamide groups gave dihydronicotinamide groups immobilized on chitins. These derivatives were found to be effective for the asymmetric reduction of ethyl benzoylformate to ethyl mandelate with fairly high optical purity.
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