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Synlett 1995; 1995(12): 1243-1244
DOI: 10.1055/s-1995-5261
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Expeditious Synthesis of Enantiomerically Pure trans-4,5-Dihydroxy-2-cyclopenten-1-one

Koji Toyama, Satoru Iguchi, Tohru Oishi, Masahiro Hirama*
  • *Department of Chemistry, Graduate School of Science, Tohoku University, Sendai 980-77, Japan
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Publication Date:
31 December 2000 (online)

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A short-step synthesis of (-)-(4R,5S)- and (+)-(4S,5R)-trans-4,5-dihydroxy-2-cyclopenten-1-one derivatives (14) has been achieved via the enzymatic asymmetric transformations of meso-3,4,5-trans,trans-trihydroxycyclopentene derivatives 12 and 15, respectively.

4,5-trans-dihydroxy-2-cyclopenten-1-one - meso-compound - lipase - asymmetrization - neocarzinostatin chromophore