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Article
Exploring a Ring-Closing Metathesis Approach to the Archazolid Macrocycle
Synthesis (2014)
  • Gregory W. O'Neil, Western Washington University
  • Brianne R. King, Western Washington University
  • Steven M. Swick, Western Washington University
  • Sara L. Schaefer, Western Washington University
  • Jamie R. Welch, Western Washington University
  • Emily F. Hunter, Western Washington University
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.
Keywords
  • Total synthesis,
  • Natural products,
  • Olefin metathesis,
  • Relay ring-closing metathesis
Disciplines
Publication Date
2014
Publisher Statement
© Georg Thieme Verlag Stuttgart · New York DOI: 10.1055/s-0034-1379003 Supporting information for this article is available online at http://www.thieme-connect.com/products/ejournals/journal/ 10.1055/s-00000084. Included are spectral data for compounds 9, 10, 12, 13, 17, 18–26.
Citation Information
Gregory W. O'Neil, Brianne R. King, Steven M. Swick, Sara L. Schaefer, et al.. "Exploring a Ring-Closing Metathesis Approach to the Archazolid Macrocycle" Synthesis Vol. 46 Iss. 21 (2014)
Available at: http://works.bepress.com/gregory_oneil/5/