The total synthesis of (-)-crispatene

Aubry K. Miller, Daniel H. Byun, Christopher M. Beaudry, Dirk Trauner

Research output: Contribution to journalArticlepeer-review

Abstract

The total synthesis of the molluscan polypropionate (-)-crispatene is described. The synthesis features a palladium-catalyzed cross-coupling to establish a sensitive conjugated tetraene and its Lewis acid-catalyzed cycloisomerization to yield the bicyclo[3.1.0]hexene core of the natural product. The absolute configuration of (-)-crispatene and related molecules is established.

Original languageEnglish (US)
Pages (from-to)12019-12023
Number of pages5
JournalProceedings of the National Academy of Sciences of the United States of America
Volume101
Issue number33
DOIs
StatePublished - Aug 17 2004

ASJC Scopus subject areas

  • General

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