Srikrishna, A. ; Ramesh Babu, R. ; Beeraiah, B. (2010) Enantiospecific synthesis of ABC-ring system of A-nor and abeo 4(3→2) tetra and pentacyclic triterpenes Tetrahedron, 66 (4). pp. 852-861. ISSN 0040-4020
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Official URL: http://www.sciencedirect.com/science/article/pii/S...
Related URL: http://dx.doi.org/10.1016/j.tet.2009.11.114
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 δ,ε-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.
Item Type: | Article |
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Source: | Copyright of this article belongs to Elsevier Science. |
Keywords: | Triterpenes; A-nortriterpenes; Abeo Triterpenes; Cyclopentannulation; Ring-closing Olefin Metathesis; Cyclohexannulation; Enatiospecific Synthesis; Reductive Allylation |
ID Code: | 48731 |
Deposited On: | 15 Jul 2011 11:52 |
Last Modified: | 15 Jul 2011 11:52 |
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