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Enantioselective transesterification of (±)-1-phenylundecan-3-ol catalyzed by the lipase from Burkholderia cepacia

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Abstract

Enantiomerically enriched (R)- and (S)-1-phenylundecan-3-ols were obtained by kinetic resolution of the racemate with vinyl acetate in ButOMe at 20 °C using the lipase from Burkholderia cepacia. The absolute configuration of the enantiomers was confirmed by a direct stereochemical correlation with the known (R)- and (S)-dodecanolides.

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Authors and Affiliations

  1. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation

    A. L. Vlasyuk, G. D. Gamalevich & E. P. Serebryakov

  2. Department of Chemistry, M. V. Lomonosov Moscow State University, Build. 3, 1 Leninskie Gory, 119991, Moscow, Russian Federation

    V. A. Voblikova

Authors
  1. A. L. Vlasyuk
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  2. V. A. Voblikova
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  3. G. D. Gamalevich
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  4. E. P. Serebryakov
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Correspondence to A. L. Vlasyuk.

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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 9, pp. 2041–2045, September, 2013.

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Vlasyuk, A.L., Voblikova, V.A., Gamalevich, G.D. et al. Enantioselective transesterification of (±)-1-phenylundecan-3-ol catalyzed by the lipase from Burkholderia cepacia . Russ Chem Bull 62, 2041–2045 (2013). https://doi.org/10.1007/s11172-013-0296-6

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  • DOI: https://doi.org/10.1007/s11172-013-0296-6

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