Total synthesis of (-)-norzoanthamine

Daisuke Yamashita, Yoshihisa Murata, Naotsuka Hikage, Ken Ichi Takao, Atsuo Nakazaki, Susumu Kobayashi

Research output: Contribution to journalArticle

28 Citations (Scopus)

Abstract

No bones about it: (-)-Norzoanthamine, a promising candidate for an anti-osteoporotic drug, was the target of a total synthesis (see scheme). The final bisaminal formation with AcOH/H2O gave the DEFG ring, while the cyclization precursor was prepared by installing the remaining bisaminal unit after oxidative cleavage of the cyclopentanol moiety.

Original languageEnglish
Pages (from-to)1404-1406
Number of pages3
JournalAngewandte Chemie - International Edition
Volume48
Issue number8
DOIs
Publication statusPublished - 2009 Feb 9
Externally publishedYes

Keywords

  • Alkaloids
  • Cleavage reactions
  • Horner-emmons reaction
  • Natural products
  • Total synthesis

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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  • Cite this

    Yamashita, D., Murata, Y., Hikage, N., Takao, K. I., Nakazaki, A., & Kobayashi, S. (2009). Total synthesis of (-)-norzoanthamine. Angewandte Chemie - International Edition, 48(8), 1404-1406. https://doi.org/10.1002/anie.200804546