Synthesis 2014; 46(21): 2927-2936
DOI: 10.1055/s-0034-1379003
paper
© Georg Thieme Verlag Stuttgart · New York

Exploring a Ring-Closing Metathesis Approach to the Archazolid Macrocycle

Brianne R. King
Department of Chemistry, Western Washington University, Bellingham, WA 98225, USA   Fax: +1(360)6502826   Email: oneil@chem.wwu.edu
,
Steven M. Swick
Department of Chemistry, Western Washington University, Bellingham, WA 98225, USA   Fax: +1(360)6502826   Email: oneil@chem.wwu.edu
,
Sara L. Schaefer
Department of Chemistry, Western Washington University, Bellingham, WA 98225, USA   Fax: +1(360)6502826   Email: oneil@chem.wwu.edu
,
Jamie R. Welch
Department of Chemistry, Western Washington University, Bellingham, WA 98225, USA   Fax: +1(360)6502826   Email: oneil@chem.wwu.edu
,
Emily F. Hunter
Department of Chemistry, Western Washington University, Bellingham, WA 98225, USA   Fax: +1(360)6502826   Email: oneil@chem.wwu.edu
,
Gregory W. O’Neil*
Department of Chemistry, Western Washington University, Bellingham, WA 98225, USA   Fax: +1(360)6502826   Email: oneil@chem.wwu.edu
› Author Affiliations
Further Information

Publication History

Received: 17 June 2014

Accepted after revision: 28 July 2014

Publication Date:
15 August 2014 (eFirst)

Abstract

The synthesis of a new ‘eastern domain’ of a proposed dihydroarchazolid analogue is described along with initial results from attempted macrocyclization by ring-closing metathesis. This work has revealed a competing backbiting process that may be preventable by alcohol functionalization and installation of a metathesis relay.

Supporting Information

 
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