Baker's yeast mediated stereoselective biotransformation of 1-acetoxy-3-aryloxypropan-2-ones

…, A Kolbert, J Bálint, E Fogassy, L Novák, L Poppe

Index: Egri, Gabriella; Kolbert, Attila; Balint, Jozsef; Fogassy, Elemer; Novak, Lajos; Poppe, Laszlo Tetrahedron Asymmetry, 1998 , vol. 9, # 2 p. 271 - 283

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Citation Number: 46

Abstract

A series of 1-acetoxy-3-aryloxypropan-2-ones 1a–m were synthesized and subjected to biotransformation by baker's yeast yielding optically active monoacetates 5 or ent-5 and/or diols 4 of moderate to excellent enantiomeric purity. The dependence of the reduction/hydrolysis ratio and stereoselectivity on the size and substitution pattern of the aromatic moiety in the substrate is also discussed.