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Enantiospecific total synthesis of ent-10, 11-thapsan-10-ol

Srikrishna, A and Anebouselvy, K (2009) Enantiospecific total synthesis of ent-10, 11-thapsan-10-ol. In: Indian Journal of Chemistry - Section B: Organic and Medicinal Chemistry, 48 (3). pp. 413-422.

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Abstract

First enantiospecific total synthesis of optical antipode of the sesquiterpene 10,11-epoxythapsan-10-ol has been described. (R)-Carvone has been employed as the chiral starting material and a combination of intramolecular alkylation and Criegee fragmentation are employed for intramolecular stereospecific transfer of the chirality. An intramolecular diazoketone cyclopropanation and regioselective cyclopropane ring cleavage reactions have been employed for the creation of the three requisite contiguous quaternary carbon atoms.

Item Type: Journal Article
Additional Information: Copyright of this article belongs to National Institute of Science Communication and Information Resources.
Keywords: Enantiospecific;Thapsia garganica;thapsane;Thapsia villosa.
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 15 Jul 2009 09:02
Last Modified: 19 Sep 2010 05:30
URI: http://eprints.iisc.ernet.in/id/eprint/19743

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