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A convenient enantiospecific methodology for (-)-(1R,5S)-1,5-dimethylbicyclo[3.3.0]octa-2,7-dione: A formal total synthesis of (-)-ceratopicanol

Srikrishna, A and Babu, NC and Dethe, DH (2003) A convenient enantiospecific methodology for (-)-(1R,5S)-1,5-dimethylbicyclo[3.3.0]octa-2,7-dione: A formal total synthesis of (-)-ceratopicanol. In: Indian Journal of Chemistry - Section B: Organic and Medicinal Chemistry, 42 (7). pp. 1688-1690.

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Official URL: http://www.niscair.res.in/ScienceCommunication/Res...

Abstract

An enantiospecific formal total synthesis of (-)-ceratopicanol starting from the readily and abundantly available monoterpene (R)-limonene is described. A combination of Claisen rearrangement-intramolecular diazo-ketone cyclopropanation-regiospecific reductive cyclopropane cleavage reactions are employed for the stereo- and regiospecific generation of the two vicinal ring junction quaternary carbon atoms.

Item Type: Journal Article
Additional Information: Copyright of this article belongs to National Institute of Science Communication and Information Resources.
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 03 Aug 2011 09:30
Last Modified: 03 Aug 2011 09:30
URI: http://eprints.iisc.ernet.in/id/eprint/39703

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