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Asymmetric biohydrolysis of trialkyl oxiranes (+/-)-1a-3a using the epoxide hydrolase activity of whole bacterial cells proceeded in an enantioconvergent fashion and thus led to the corresponding (R)-configurated vicinal diols 1b-3b in up to 97% enantiomeric excess (e.e.) as the sole product. The mechanism of this enantioconvergence was investigated by 18 O-labelling experiments and it was found that both enantiomers were hydrolysed with opposite regioselectivity.