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Diphenylprolinol silyl ether catalysis in an asymmetric formal carbo 3+3 cycloaddition reaction via a domino michael/knoevenagel condensation

Academic Article
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Overview

authors

  • Hayashi, Y.
  • Toyoshima, M.
  • Gotoh, Hiroaki
  • Ishikawa, H.

publication date

  • January 2009

journal

  • Organic Letters  Journal

abstract

  • Diphenylprolinol silyl ether was found to catalyze the formal carbo [3 + 3] cycloaddition reaction through the domino reaction via the Michael reaction, followed by Knoevenagel condensation of the alpha,beta-unsaturated aldehyde and dimethyl 3-oxopentanedioate, affording substituted cyclohexenone derivatives with excellent enantioselectivity.

subject areas

  • Aldehydes
  • Catalysis
  • Cyclization
  • Cyclohexenes
  • Ethers
  • Ketoglutaric Acids
  • Molecular Structure
  • Proline
  • Stereoisomerism
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Identity

International Standard Serial Number (ISSN)

  • 1523-7060

Digital Object Identifier (DOI)

  • 10.1021/ol802330h

PubMed ID

  • 19053718
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Additional Document Info

start page

  • 45

end page

  • 48

volume

  • 11

issue

  • 1

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