Total synthesis of (±)-rhazinal using novel palladium-catalyzed cyclizations

Alfred L. Bowie, Dirk Trauner

Research output: Contribution to journalArticle

Abstract

A concise synthesis of (±)-rhazinal that hinges on novel oxidative Heck cyclizations and palladium- catalyzed direct couplings is described. An X-ray structure of N-MOM-rhazinal, which provides insight into the conformation of the strained 9-membered lactam ring, is described.

Original languageEnglish (US)
Pages (from-to)1581-1586
Number of pages6
JournalJournal of Organic Chemistry
Volume74
Issue number4
DOIs
StatePublished - Feb 20 2009

Fingerprint

Cyclization
Palladium
Lactams
Hinges
Conformations
X rays
rhazinal

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Total synthesis of (±)-rhazinal using novel palladium-catalyzed cyclizations. / Bowie, Alfred L.; Trauner, Dirk.

In: Journal of Organic Chemistry, Vol. 74, No. 4, 20.02.2009, p. 1581-1586.

Research output: Contribution to journalArticle

Bowie, Alfred L. ; Trauner, Dirk. / Total synthesis of (±)-rhazinal using novel palladium-catalyzed cyclizations. In: Journal of Organic Chemistry. 2009 ; Vol. 74, No. 4. pp. 1581-1586.
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