Total synthesis of (±)-trigonoliimine C via oxidative rearrangement of an unsymmetrical bis-tryptamine

Xiangbing Qi, Hongli Bao, Uttam K. Tambar

Research output: Contribution to journalArticle

64 Citations (Scopus)

Abstract

We report the first total synthesis of (±)-trigonoliimine C, a member of a family of structurally complex alkaloids, in 10 steps from tryptamine and 6-methoxytryptamine. Our convergent synthetic strategy relies on a selective oxidative rearrangement of an unsymmetrical 2,2′-bis- tryptamine.

Original languageEnglish (US)
Pages (from-to)10050-10053
Number of pages4
JournalJournal of the American Chemical Society
Volume133
Issue number26
DOIs
StatePublished - Jul 6 2011

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Alkaloids
5-Methoxytryptamine
tryptamine
trigonoliimine C

ASJC Scopus subject areas

  • Chemistry(all)
  • Catalysis
  • Biochemistry
  • Colloid and Surface Chemistry

Cite this

Total synthesis of (±)-trigonoliimine C via oxidative rearrangement of an unsymmetrical bis-tryptamine. / Qi, Xiangbing; Bao, Hongli; Tambar, Uttam K.

In: Journal of the American Chemical Society, Vol. 133, No. 26, 06.07.2011, p. 10050-10053.

Research output: Contribution to journalArticle

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