Expedient synthesis of (±)-bipinnatin J

Paul A. Roethle, Dirk Trauner

Research output: Contribution to journalArticle

Abstract

A nine-step, stereoselective synthesis of bipinnatin J is described, which features a ruthenium-catalyzed Alder-ene reaction, a Stille cross coupling, and an intramolecular Nozaki-Hiyama-Kishi allylation as key steps. The biosynthetic relationship between bipinnatin J and complex polycyclic diterpenes isolated from gorgonian corals is discussed.

Original languageEnglish (US)
Pages (from-to)345-347
Number of pages3
JournalOrganic Letters
Volume8
Issue number2
DOIs
StatePublished - Jan 19 2006

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Allylation
Alnus
Anthozoa
Ruthenium
Diterpenes
cross coupling
synthesis
ruthenium
bipinnatin J

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Expedient synthesis of (±)-bipinnatin J. / Roethle, Paul A.; Trauner, Dirk.

In: Organic Letters, Vol. 8, No. 2, 19.01.2006, p. 345-347.

Research output: Contribution to journalArticle

Roethle, PA & Trauner, D 2006, 'Expedient synthesis of (±)-bipinnatin J', Organic Letters, vol. 8, no. 2, pp. 345-347. https://doi.org/10.1021/ol052922i
Roethle, Paul A. ; Trauner, Dirk. / Expedient synthesis of (±)-bipinnatin J. In: Organic Letters. 2006 ; Vol. 8, No. 2. pp. 345-347.
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