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Synthesis of the C11-C29 fragment of amphidinolide F

Academic Article
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Overview

authors

  • Shotwell, J. B.
  • Roush, William

publication date

  • October 2004

journal

  • Organic Letters  Journal

abstract

  • [reaction: see text] An efficient synthesis of the C(11)-C(29) fragment 31 of amphidinolide F has been accomplished via a diastereoselective [3 + 2]-annulation reaction of allylsilane 5 and ethyl glyoxylate to prepare the key tetrahydrofuran 15 and a highly stereoselective methyl ketone aldol reaction to generate the C(11)-C(16) segment.

subject areas

  • Heterocyclic Compounds
  • Macrolides
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Identity

International Standard Serial Number (ISSN)

  • 1523-7060

Digital Object Identifier (DOI)

  • 10.1021/ol048381z

PubMed ID

  • 15469369
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Additional Document Info

start page

  • 3865

end page

  • 3868

volume

  • 6

issue

  • 21

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