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Total synthesis of (+/-)-herbertenediol

Srikrishna, A and Satyanarayana, G (2006) Total synthesis of (+/-)-herbertenediol. In: Tetrahedron, 62 (12). pp. 2892-2900.

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Official URL: http://dx.doi.org/10.1016/j.tet.2006.01.021


A formal total synthesis of the sesquiterpene (+/-)-herbertenediol and its dimers mastigophorenes A-D has been accomplished, starting from vanillin via 2,3-dimethoxy-5-methylbenzaldehyde. A combination of Claisen rearrangement and ring-closing metathesis reactions were employed for the generation of the two vicinal quaternary carbons on a cyclopentane ring.

Item Type: Journal Article
Publication: Tetrahedron
Publisher: Elsevier Science
Additional Information: Copyright of this article belongs to Elsevier Science.
Keywords: Herbertanes; mastigophorenes; RCM reaction; Claisen rearrangement; vicinal quaternary carbon atoms.
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 16 Sep 2010 05:24
Last Modified: 19 Sep 2010 06:15
URI: http://eprints.iisc.ac.in/id/eprint/31754

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