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Stereoselective synthesis of the C(1)-C(11) fragment of peloruside A

Academic Article
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Overview

authors

  • Owen, R. M.
  • Roush, William

publication date

  • September 2005

journal

  • Organic Letters  Journal

abstract

  • A highly stereoselective synthesis of the C(1)-C(11) fragment 4 of peloruside A has been accomplished via a stereoselective double allylboration and an intramolecular epoxide opening to provide the functionally dense C(3)-C(11) segment 14. A glycolate aldol reaction was then employed to introduce the remaining stereocenters at C(2)-C(3). [reaction: see text]

subject areas

  • Bicyclo Compounds, Heterocyclic
  • Catalysis
  • Lactones
  • Molecular Structure
  • Stereoisomerism
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Identity

International Standard Serial Number (ISSN)

  • 1523-7060

Digital Object Identifier (DOI)

  • 10.1021/ol0514303

PubMed ID

  • 16119937
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Additional Document Info

start page

  • 3941

end page

  • 3944

volume

  • 7

issue

  • 18

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