Kerr, W.J. and Crawford, J.J. and McLaughlin, M. and Pauson, P.L. and Morrison, A.J. and Thurston, G.J. (2006) Use of a highly effective intramolecular Pauson-Khand cyclisation for the formal total synthesis of (+/-) alpha- and beta- cedrene by preparation of cedrone. Tetrahedron, 62. pp. 11360-11370. ISSN 0040-4020
Full text not available in this repository. (Request a copy from the Strathclyde author)Abstract
The cedrene carbon skeleton was directly and efficiently assembled from a simple monocyclic precursor by the strategic use of a high yielding intramolecular Pauson–Khand cyclisation reaction. A small number of further synthetic manipulations provided a concise formal total synthesis of α- and β-cedrene. The cyclisation precursor was readily prepared, with a stereoselective ketone alkenylation selectively providing the olefin required for efficient access to the natural target.
| Item type: | Article |
|---|---|
| ID code: | 10258 |
| Keywords: | pauson–khand reaction, cobalt, stereoselective Wittig reaction, tricyclic sesquiterpene, cedrene, Chemistry |
| Subjects: | Science > Chemistry |
| Department: | Faculty of Science > Pure and Applied Chemistry |
| Related URLs: | |
| Depositing user: | Strathprints Administrator |
| Date Deposited: | 08 Nov 2011 14:33 |
| Last modified: | 12 Mar 2012 10:53 |
| URI: | http://strathprints.strath.ac.uk/id/eprint/10258 |
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