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 language | English |
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Pages (from-to) | 919-934 |
Number of pages | 16 |
Journal | Tetrahedron |
Volume | 55 |
Issue number | 4 |
DOIs | |
State | Published - 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