Total synthesis of (±)-axinellamines A and B

Daniel P. O'Malley, Junichiro Yamaguchi, Ian S. Young, Ian B. Seiple, Phil S. Baran

Research output: Contribution to journalArticle

77 Citations (Scopus)

Abstract

(Chemical Equation Presented) Chemoselective by design: The first total synthesis of members of the axinellamine/ palau'amine/massadine class of pyrrole-imidazole alkaloids features unconventional transformations on completely unprotected polyamino and hydroxylated substrates and a new method for chemoselective oxidations in such settings.

Original languageEnglish
Pages (from-to)3581-3583
Number of pages3
JournalAngewandte Chemie - International Edition
Volume47
Issue number19
DOIs
Publication statusPublished - 2008 Apr 28
Externally publishedYes

Fingerprint

Alkaloids
Pyrroles
Amines
Oxidation
Substrates
imidazole
axinellamine B
axinellamine A
massadine
palau'amine
axinellamine

Keywords

  • Alkaloids
  • Axinellamine
  • Natural products
  • Oxidation
  • Palau'amine
  • Total synthesis

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Medicine(all)

Cite this

Total synthesis of (±)-axinellamines A and B. / O'Malley, Daniel P.; Yamaguchi, Junichiro; Young, Ian S.; Seiple, Ian B.; Baran, Phil S.

In: Angewandte Chemie - International Edition, Vol. 47, No. 19, 28.04.2008, p. 3581-3583.

Research output: Contribution to journalArticle

O'Malley, DP, Yamaguchi, J, Young, IS, Seiple, IB & Baran, PS 2008, 'Total synthesis of (±)-axinellamines A and B', Angewandte Chemie - International Edition, vol. 47, no. 19, pp. 3581-3583. https://doi.org/10.1002/anie.200801138
O'Malley, Daniel P. ; Yamaguchi, Junichiro ; Young, Ian S. ; Seiple, Ian B. ; Baran, Phil S. / Total synthesis of (±)-axinellamines A and B. In: Angewandte Chemie - International Edition. 2008 ; Vol. 47, No. 19. pp. 3581-3583.
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