Ohta H, Kobayashi N, Sugai T
Department of Chemistry, Faculty of Science and Technology, Keio University, Hiyoshi 3-14-1, Kohoku-ku, Yakohama 223, Japan.
Agric Biol Chem. 1990;54(2):489-93.
Enol esters of 2-substituted-3-oxoalkanoates of (Z)-configuration were reduced by bakers' yeast to chiral 2-substituted-3-hydroxyalkanoates. The syn-selectivities of this reaction increased compared with those of the reduction of the corresponding racemic keto esters. The reaction may proceed via an asymmetric hydrolysis of the enol esters, followed by the reduction of the resulting carbonyl group.
(Z)-构型的2-取代-3-氧代链烷酸的烯醇酯被面包酵母还原为手性2-取代-3-羟基链烷酸。与相应外消旋酮酯的还原反应相比,该反应的顺式选择性有所提高。反应可能通过烯醇酯的不对称水解,然后还原生成的羰基来进行。