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Total synthesis of amphidinolide E

Academic Article
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Overview

related to degree

  • Va, Porino Jinjo, Ph.D. in Chemistry, Scripps Research , transferred from University of Michigan 2005 - 2007

authors

  • Va, Porino Jinjo
  • Roush, William

publication date

  • December 2006

journal

  • Journal of the American Chemical Society  Journal

abstract

  • A convergent and highly stereocontrolled synthesis of amphidinolide E (1) has been accomplished. The synthesis features a highly diastereoselective (>20:1) BF3.Et2O promoted [3+2] annulation reaction between aldehyde 3 and allylsilane 4 to afford substituted tetrahydrofuran 2.

subject areas

  • Aldehydes
  • Bicyclo Compounds, Heterocyclic
  • Esterification
  • Molecular Structure
  • Silanes
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Identity

PubMed Central ID

  • PMC2538580

International Standard Serial Number (ISSN)

  • 0002-7863

Digital Object Identifier (DOI)

  • 10.1021/ja066663j

PubMed ID

  • 17165709
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Additional Document Info

start page

  • 15960

end page

  • 15961

volume

  • 128

issue

  • 50

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