Total synthesis of (-)-norzoanthamine

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

Research output: Contribution to journalArticle

27 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

Fingerprint

Cyclization
Bone
Pharmaceutical Preparations
cyclopentanol
norzoanthamine

Keywords

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

ASJC Scopus subject areas

  • Chemistry(all)
  • Catalysis

Cite this

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

Total synthesis of (-)-norzoanthamine. / Yamashita, Daisuke; Murata, Yoshihisa; Hikage, Naotsuka; Takao, Kenichi; Nakazaki, Atsuo; Kobayashi, Susumu.

In: Angewandte Chemie - International Edition, Vol. 48, No. 8, 09.02.2009, p. 1404-1406.

Research output: Contribution to journalArticle

Yamashita, D, Murata, Y, Hikage, N, Takao, K, Nakazaki, A & Kobayashi, S 2009, 'Total synthesis of (-)-norzoanthamine', Angewandte Chemie - International Edition, vol. 48, no. 8, pp. 1404-1406. https://doi.org/10.1002/anie.200804546
Yamashita D, Murata Y, Hikage N, Takao K, Nakazaki A, Kobayashi S. Total synthesis of (-)-norzoanthamine. Angewandte Chemie - International Edition. 2009 Feb 9;48(8):1404-1406. https://doi.org/10.1002/anie.200804546
Yamashita, Daisuke ; Murata, Yoshihisa ; Hikage, Naotsuka ; Takao, Kenichi ; Nakazaki, Atsuo ; Kobayashi, Susumu. / Total synthesis of (-)-norzoanthamine. In: Angewandte Chemie - International Edition. 2009 ; Vol. 48, No. 8. pp. 1404-1406.
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