A formal total synthesis of (±)-9-isocyanoneopupukeanane

Srikrishna, A. ; Satyanarayana, G. (2005) A formal total synthesis of (±)-9-isocyanoneopupukeanane Tetrahedron, 61 (37). pp. 8855-8859. ISSN 0040-4020

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Official URL: http://www.sciencedirect.com/science/article/pii/S...

Related URL: http://dx.doi.org/10.1016/j.tet.2005.07.016


A formal total synthesis of the marine sesquiterpene (±)-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 hydroxy group.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Marine Sesquiterpenes; Neopupukeanane; Double Michael Reaction; Rhodium CH Insertion Reaction
ID Code:48746
Deposited On:15 Jul 2011 10:21
Last Modified:15 Jul 2011 10:21

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