Yeast-mediated resolution of. beta.-keto esters of prochiral alcohols

T Hudlicky, T Tsunoda, KG Gadamasetti…

Index: Hudlicky, Tomas; Tsunoda, Toshiya; Gadamasetti, Kumar G.; Murry, Jerry A.; Keck, Gary E. Journal of Organic Chemistry, 1991 , vol. 56, # 11 p. 3619 - 3623

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Citation Number: 22

Abstract

Several racemic alcohols were converted to their@-keto esters with diketene, and the resulting compounds were subjected to kinetic resolution by means of bakers' yeast. The unreacted keto esters were separated from the reduced hydroxy eaters by chromatography, and the products were analyzed for levels of enantiomeric exceas. Chiral shift reagents, Mosher esters, and optical rotation of the enantiomers of the alcohols were the criteria ...