3-Phenyl-2,3-epoxy ketones are transformed using baker's yeast into the corresponding 1,2,3-triols as one pure diastereoisomer (S,S,Sand R,R,R) formed by syn ring opening of the epoxide after first reduction of the carbonyl group; the reaction results in the epoxy-oxygen becoming the mid OH group of the triol, implicating enzyme attack at the C-3 in the ring-opening reaction.
G. Fouché(<em xmlns="http://www.rsc.org/schema/rscart38">née</em> van Vuuren), R. M. Horak and O. Meth-Cohn, J. Chem. Soc., Chem. Commun., 1993, 119 DOI: 10.1039/C39930000119
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