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Synthesis of the c1-c26 hexacyclic subunit of pectenotoxin 2

Academic Article
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Overview

authors

  • Kubo, O.
  • Canterbury, D. P.
  • Micalizio, Glenn

publication date

  • 2012

journal

  • Organic Letters  Journal

abstract

  • Synthesis of the C1-C26 hexacyclic subunit of pectenotoxin-2 (PTX-2) is described that features a stereoselective annulation to generate the C-ring by triple asymmetric Nozaki-Hiyama-Kishi coupling followed by oxidative cyclization. Preparation of the C1-C14 AB spriroketal-containing subunit employs a recently developed metallacycle-mediated reductive cross-coupling between a TMS-alkyne and a terminal alkene.

subject areas

  • Alkenes
  • Alkynes
  • Cyclization
  • Furans
  • Molecular Structure
  • Oxidation-Reduction
  • Pyrans
  • Stereoisomerism
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Identity

PubMed Central ID

  • PMC3500424

International Standard Serial Number (ISSN)

  • 1523-7060

Digital Object Identifier (DOI)

  • 10.1021/ol302751b

PubMed ID

  • 23101680
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Additional Document Info

start page

  • 5748

end page

  • 5751

volume

  • 14

issue

  • 22

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