Pauson-Khand approach to chiral, diastereomerically pure group 4 ansa- metallocene complexes

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16 Scopus citations

Abstract

The C2-symmetric bis(1,6-enynes) threo-1,10-diphenyl-5,6-divinyl-1,9- decadiyne and threo-9,10-divinyl-5,13-octadecadiyne undergo the intramolecular Pauson-Khand reaction regio- and stereoselectively to give C2-symmetric bis(enones) with two bicyclo[3.3.0]octyl moieties joined at the C6 position. Experiments aimed at converting the bis(enones) into chiral, diastereopure ansa-bridged group 4 metallocene complexes are described.

Original languageEnglish
Pages (from-to)919-934
Number of pages16
JournalTetrahedron
Volume55
Issue number4
DOIs
StatePublished - Jan 22 1999

Bibliographical note

Funding Information:
Acknowledgements. The author thanks Dr. Michael Lloyd for solving the X-ray structure of 14a and the University of Kentucky for financial support of this work.

Keywords

  • Elimination reactions
  • Metalation
  • Pauson-Khand reaction
  • Polycyclic aliphatic compounds
  • Transition metals

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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