Synlett 2010(1): 107-110  
DOI: 10.1055/s-0029-1218537
LETTER
© Georg Thieme Verlag Stuttgart ˙ New York

A Synthesis of the C3-C15 Fragment of the Archazolids

Gregory W. O’Neil*, Matthew J. Black
Department of Chemistry, Western Washington University, Bellingham, WA 98225, USA
Fax: +1(360)6502826; e-Mail: oneil@chem.wwu.edu;
Further Information

Publication History

Received 8 July 2009
Publication Date:
02 December 2009 (online)

Abstract

Ring-closing metathesis and an allylation-elimination reaction sequence have been used to complete a synthesis of the conjugated triene subunit of the archazolids.

    References and Notes

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14

The stereochemistry was later confirmed by NMR analysis. See Supporting Information for details.

16

A similar conjugated triene product was obtained with comparable yield and selectivity from an acyclic substrate (Scheme 6); see Supporting Information for details.

Scheme 6