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A formal total synthesis of $(\pm)$-9-isocyanoneopupukeanane

Srikrishna, A and Satyanarayana, G (2005) A formal total synthesis of $(\pm)$-9-isocyanoneopupukeanane. In: Tetrahedron, 61 (37). pp. 8855-8859.


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A formal total synthesis of the marine sesquiterpene $(\pm)$-9-isocyanoneopupukeanane, starting from the readily available monoterpene carvone has been accomplished employing a combination of intermolecular Michael addition-intramolecular Michael addition reaction and an intramolecular rhodium carbenoid C-H insertion reaction as key steps, and identifying the isopropenyl group as a masked hydroxygroup.

Item Type: Journal Article
Publication: Tetrahedron
Publisher: Pergamon-Elsevier Science Ltd
Additional Information: Copyright for this article belongs to Elsevier.
Keywords: Marine sesquiterpenes;Neopupukeanane;Double Michael reaction;Rhodium CH insertion reaction
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 27 May 2006
Last Modified: 19 Sep 2010 04:20
URI: http://eprints.iisc.ac.in/id/eprint/3768

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