不斉反応の新手法開発とその応用

概要

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Several novel methods using chiral reagents and biocatalysts for asymmetric reactions are described. Among those reactions, asymmetric reduction via a novel tandem Michael addition/Meerwein-Ponndorf-Verley reduction of acyclic α, β-unsaturated ketones using a chiral mercapto alcohol, asymmetric synthesis of allene-1, 3-dicarboxylate via crystallization induced asymmetric transformation, and improved asymmetric nitroolefination of lactones and lactames at α-carbon using new chiral reagents were developed. In the reactions using biocatalysts, asymmetric dealkoxycarbonylation of bicyclic β-keto diesters having σ-symmetry with lipase or esterase to give optically active β-keto esters, the asymmetric reduction of bicyclic 1, 3-diketones having σ-symmetry with Baker's yeast to give optically active keto alcohols, and the asymmetric aldol reaction of glycine with threonine aldolase were also developed. The above mentioned products were effectively utilized as chiral building blocks for the asymmetric synthesis of natural products and drugs.
公益社団法人日本薬学会の論文
2002-01-01