Total Synthesis of Biselide A, A Cytotoxic Macrolide of Marine Origin

Ichiro Hayakawa, Masami Okamura, Kazuaki Suzuki, Mami Shimanuki, Kizuku Kimura, Takuya Yamada, Takayuki Ohyoshi, Hideo Kigoshi

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

The total synthesis of biselide A based on our earlier strategy of synthesizing haterumalides is reported. The highlights of this approach are the use of regioselective enzymatic hydrolysis for the installation of a C20 oxygen functional group and an asymmetric aldol reaction for the stereoselective introduction of a C3 oxygen functional group.

Original languageEnglish
Pages (from-to)2958-2970
Number of pages13
JournalSynthesis (Germany)
Volume49
Issue number13
DOIs
Publication statusPublished - Jul 3 2017

Keywords

  • asymmetric aldol reaction
  • biselide A
  • haterumalides
  • macrolide
  • regioselective enzymatic hydrolysis

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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    Hayakawa, I., Okamura, M., Suzuki, K., Shimanuki, M., Kimura, K., Yamada, T., Ohyoshi, T., & Kigoshi, H. (2017). Total Synthesis of Biselide A, A Cytotoxic Macrolide of Marine Origin. Synthesis (Germany), 49(13), 2958-2970. https://doi.org/10.1055/s-0036-1588169