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.

Preview

PDF A178.pdf Download (152kB)

Abstract

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

Actions (login required)

View Item