Srikrishna, A and Babu, Ramesh R and Beeraiah, B (2010) Enantiospecific synthesis of ABC-ring system of A-nor and abeo 4(3 -> 2) tetra and pentacyclic triterpenes. In: Tetrahedron, 66 (4). pp. 852-861.
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Abstract
Enantiospecific synthesis of ABC-ring systems of A-nor and abeo 4(3 -> 2) tetra and pentacyclic triterpenes has been accomplished starting from the readily available monoterpene (R)-carvone. (R)-Carvone was used as the B-ring of the target molecules. A lithium-liquid ammonia mediated cyclisation of delta,epsilon-unsaturated ester was employed for the cyclopentannulation at the C-5 and C-6 carbons of carvone and an RCM reaction was employed for the cyclohexannulation to generate the ABC-ring system of A-nor tetra and pentacyclic triterpenes. The strategy has been extended for the synthesis of the ABC-ring system of abeo 4(3 -> 2) tetra and pentacyclic triterpenes. (C) 2009 Elsevier Ltd. All rights reserved.
Item Type: | Journal Article |
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Publication: | Tetrahedron |
Publisher: | Elsevier Science. |
Additional Information: | Copyright of this article belongs to Elsevier Science. |
Keywords: | Triterpenes; A-nortriterpenes; Abeo triterpenes; Cyclopentannulation; Ring-closing olefin metathesis; Cyclohexannulation; Enatiospecific synthesis; Reductive allylation |
Department/Centre: | Division of Chemical Sciences > Organic Chemistry |
Date Deposited: | 25 Mar 2010 11:38 |
Last Modified: | 21 Feb 2019 11:45 |
URI: | http://eprints.iisc.ac.in/id/eprint/26223 |
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