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Enantiospecific synthesis of B-seco-C-aromatic taxanes

Srikrishna, A and Reddy, TJ and Kumar, PP and Gharpure, SJ (2001) Enantiospecific synthesis of B-seco-C-aromatic taxanes. In: Indian Journal Of Chemistry Section B-Organic Chemistry Including Medicinal Chemistry, 40 (10). pp. 905-914.

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Abstract

A simple and efficient methodology for the enantiospecific synthesis of B-seco-C-aromatic taxanes starting from monoterpene (R)-carvone is described. Coupling of 6,6-dimethylcarvone 5 with appropriate arylethyl bromides followed by oxidation generates the enones 7, 15, 25, which are transformed into the 20-nor-B-seco-C-aromatic taxane derivatives 11, 17 and B-seco-C-aromatic taxane derivative 29 via degradation of the isopropenyl group.

Item Type: Journal Article
Publication: Indian Journal Of Chemistry Section B-Organic Chemistry Including Medicinal Chemistry
Publisher: National Institute of Science Communication and Information Resources
Additional Information: Copyright of this article belongs to National Institute of Science Communication and Information Resources.
Keywords: Stereocontrolled Synthesis;Baccatin-Iii;Ring-System;Pinene Path;Taxol;Chemistry.
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 03 Jun 2009 06:20
Last Modified: 03 Jun 2009 06:20
URI: http://eprints.iisc.ac.in/id/eprint/16890

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