Second-generation total synthesis of haterumalide NA using B-alkyl Suzuki-Miyaura coupling

Ichiro Hayakawa, Mitsuru Ueda, Masashi Yamaura, Yoichi Ikeda, Yuta Suzuki, Kensaku Yoshizato, Hideo Kigoshi

Research output: Contribution to journalArticle

26 Citations (Scopus)

Abstract

Second-generation total synthesis of haterumalide NA, a potent cytotoxic marine macrolide, was achieved by using B-alkyl Suzuki-Miyaura coupling and Nozaki-Hiyama-Kishi coupling as key steps (1.2% in 33 steps). Compared to our first-generation approach, the second-generation synthesis is much improved in the yield of key intermediate.

Original languageEnglish
Pages (from-to)1859-1862
Number of pages4
JournalOrganic Letters
Volume10
Issue number9
DOIs
Publication statusPublished - May 1 2008
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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  • Cite this

    Hayakawa, I., Ueda, M., Yamaura, M., Ikeda, Y., Suzuki, Y., Yoshizato, K., & Kigoshi, H. (2008). Second-generation total synthesis of haterumalide NA using B-alkyl Suzuki-Miyaura coupling. Organic Letters, 10(9), 1859-1862. https://doi.org/10.1021/ol800554f