Enantiospecific total synthesis of ent-5-senceioyloxy-10,11-epoxythapsan-10-ol

Srikrishna, A and Anebouselvy, K (2010) Enantiospecific total synthesis of ent-5-senceioyloxy-10,11-epoxythapsan-10-ol. In: Indian Journal of Chemistry - Section B: Organic and Medicinal Chemistry, 49 (6). pp. 776-788.

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Abstract

Enantiospecific total synthesis of optical antipode of the sesquiterpene 5-senecioyloxy-10,11-epoxythapsan-10-ol has been described. (R)-Carvone has been employed as the chiral starting material and a combination of intramolecular alkyation 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 or the creation of the three requisite contiguous quaternary carbon atoms.

Item Type:	Journal Article
Publication:	Indian Journal of Chemistry - Section B: Organic and Medicinal Chemistry
Publisher:	National Institute of Science Communication and Information Resources
Additional Information:	Copyright of this article belongs to Institute of Science Communication and Information Resources.
Keywords:	Thapsia thapsanesesquiterpene enantiospecific
Department/Centre:	Division of Chemical Sciences > Organic Chemistry
Date Deposited:	12 Jul 2010 09:01
Last Modified:	19 Sep 2010 06:11
URI:	http://eprints.iisc.ac.in/id/eprint/29195

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