Skip to main content
SpringerLink
Log in

Resolution of 2,2-diphenyl-1,3-dioxolane-4-methanol via Rhizopus sp. lipase-catalyzed enantioselective transesterification with vinyl butanoate

  • Published:
Biotechnology Letters Aims and scope Submit manuscript

Abstract

2,2-Diphenyl-1,3-dioxolane-4-methanol was resolved via Rhizopus sp. lipase-catalyzed enantioselective transesterification with vinyl butanoate in isopropyl ether (E=23). A gram-scale resolution resulted in the production of the (R)-alcohol with 95% e.e. in 33% yield based on racemate.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  • Chen C-S, Fujimoto Y, Girdaukas G, Sih CJ (1982) J. Am. Chem. Soc. 104: 7294-7299.

    Google Scholar 

  • Miyazawa T, Kurita S, Ueji S, Yamada T, Kuwata S (1992) J. Chem. Soc., Perkin Trans. 1: 2253-2255.

    Google Scholar 

  • Partali V, Melbye AG, Alvik T, Anthonsen T (1992) Tetrahedron: Asymmetry 3: 65-72.

    Google Scholar 

  • Terao Y, Tsuji K, Murata M, Achiwa K, Nishio T, Watanabe N, Seto K (1989) Chem. Pharm. Bull. 37: 1653-1655.

    Google Scholar 

  • Wang Y-F, Wong C-H (1988) J. Org. Chem. 53: 3127-3129.

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Department of Chemistry, Faculty of Science, Konan University, Higashinada-ku, Kobe , 658-8501, Japan

    Toshifumi Miyazawa, Sota Kurita, Hiroko Sakamoto & Takashi Yamada

  2. Kobe Natural Products & Chemicals Co., Ltd., Okubocho, Akashi , 674-0068, Japan

    Toshihiko Otomatsu & Katsutoshi Hirose

Authors
  1. Toshifumi Miyazawa
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Sota Kurita
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Hiroko Sakamoto
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Toshihiko Otomatsu
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Katsutoshi Hirose
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. Takashi Yamada
    View author publications

    You can also search for this author in PubMed Google Scholar

Rights and permissions

Reprints and permissions

About this article

Cite this article

Miyazawa, T., Kurita, S., Sakamoto, H. et al. Resolution of 2,2-diphenyl-1,3-dioxolane-4-methanol via Rhizopus sp. lipase-catalyzed enantioselective transesterification with vinyl butanoate. Biotechnology Letters 21, 447–450 (1999). https://doi.org/10.1023/A:1005546605779

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1023/A:1005546605779

Search

Navigation