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Synthesis 1989; 1989(3): 225-227
DOI: 10.1055/s-1989-27211
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Enantioselective Microbial Reduction of Monoesters of 1,3-Dihydroxypropanone: Synthesis of (S)- and (R)-1,2-O-Isopropylideneglycerol

Fabrizio Aragozzini* , Elisabetta Maconi, Donatella Potenza, Carlo Scolastico
  • *Dipartimento di Scienze e Tecnologie Alimentari e Microbiologiche, Sezione Microbiologia Industriale, Via Celoria 2, I-20133 Milano, Italy
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Publication History

Publication Date:
17 September 2002 (online)

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The reduction of 3-benzoyloxy-1-hydroxypropanone with bakers' yeast proceeds enantioselectively to afford (S)-3-benzoyloxy-1,2-propanediol, which may be further converted into (S)-(benzoyloxymethyl)oxirane. The bioreduction with fermenting yeast of 1-acetoxy-3-benzyloxypropanone gives (R)-1-benzyloxy-3-acetoxy-2-propanol which can be used for the preparation of both (S)- and (R)-1,2-O-isopropylideneglycerol.

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