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Studies toward the Total Synthesis of Diterpene Antibiotic Guanacastepene A: Construction of the Hydroazulenic Core

Mehta, Goverdhan and Umarye, Jayant D (2002) Studies toward the Total Synthesis of Diterpene Antibiotic Guanacastepene A: Construction of the Hydroazulenic Core. In: Organic Letters, 4 (7). pp. 1063-1066.

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Official URL: http://pubs.acs.org/doi/abs/10.1021/ol017098m

Abstract

As a part of studies aimed toward the total synthesis of biologically important natural product guanacastepene A of contemporary interest,a new and concise route to a fully functionally endowed hydroazulenic core is delineated. The strategy involves the building of the requisite stereochemical features on a endo-tricyclo[5.2.1.02,6]decane matrix and excision of the five-membered ring through a retro-Diels-Alder reaction.Generation of the seven-membered ring to access the hydroazulenic framework was achieved employing ring closure metathesis (RCM)reaction as the key step.

Item Type: Journal Article
Additional Information: Copyright for this article belongs to American Chemical Society.
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 24 Jan 2005
Last Modified: 19 Jan 2012 06:03
URI: http://eprints.iisc.ernet.in/id/eprint/2676

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