Stereo- and regioselective construction of vicinal stereogenic quaternary carbon atoms: enantiospecific approach to cyperanes

Srikrishna, Adusumilli and Dinesh, Chikkana (2005) Stereo- and regioselective construction of vicinal stereogenic quaternary carbon atoms: enantiospecific approach to cyperanes. In: Tetrahedron: Asymmetry, 16 (13). pp. 2203-2207.

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Abstract

An enantiospecific approach to a functionalised carbon framework of the sesquiterpenes, cyperanes, starting from the monoterpene (R)-carvonehas been accomplished. A combination of a Claisen rearrangement,intramolecular diazo ketone cyclopropanation and regiospecific cyclopropane ring cleavage has been exploited for the stereo and regiospecific generation of the vicinal stereogenic quaternary carbon atoms.

Item Type:	Journal Article
Publication:	Tetrahedron: Asymmetry
Publisher:	Pergamon-Elsevier Science Ltd
Additional Information:	Copyright for this article belongs to Elsevier.
Keywords:	conjugated cyclopropyl ketones;liquid ammonia;dittrichia-viscosa;cyperus-rotundus;sesquiterpene;rearrangement;lithium;cyclization;cyperolone;acids
Department/Centre:	Division of Chemical Sciences > Organic Chemistry
Date Deposited:	30 Aug 2005
Last Modified:	19 Sep 2010 04:19
URI:	http://eprints.iisc.ac.in/id/eprint/3577

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