Rhodium Carbenoid Mediated C-H Activation of a Tertiary Methyl Group: An Enantiospecific Approach to the Angular Triquinanes Norsilphiperfolane and Norcameroonanes

Srikrishna, Adusumilli and Sheth, Vishal M and Nagaraju, Gopalasetty (2011) Rhodium Carbenoid Mediated C-H Activation of a Tertiary Methyl Group: An Enantiospecific Approach to the Angular Triquinanes Norsilphiperfolane and Norcameroonanes. In: Synlett (16). pp. 2343-2346.

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Abstract

An enantiospecific synthesis of the angular triquinane system present in the sesquiterpenes cameroonanes and silphiperfolanes has been accomplished, starting from 5-isopropenyl-2-methylcyclopent-1-ene-1-methanol [readily available in three steps from (R)-limonene] employing an intramolecular rhodium carbenoid insertion into the C-H bond of a tertiary methyl group for the construction of the triquinane system.

Item Type:	Journal Article
Publication:	Synlett
Publisher:	Thieme Medical Publishers
Additional Information:	Copyright of this article belongs to Thieme Medical Publishers.
Keywords:	angular triquinanes;silphiperfolane;cameroonane; enantiospecific synthesis;rhodium carbenoid C-H insertion
Department/Centre:	Division of Chemical Sciences > Organic Chemistry
Date Deposited:	25 Oct 2011 10:09
Last Modified:	25 Oct 2011 10:09
URI:	http://eprints.iisc.ac.in/id/eprint/41407

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