Total synthesis of the bicyclo[6.3.0]undecane-based sesquiterpene (±)-asterisca-3(15),6-diene. Revision of the relative stereochemistry of the natural product

Mehta, Goverdhan ; Umarye, Jayant D. (2001) Total synthesis of the bicyclo[6.3.0]undecane-based sesquiterpene (±)-asterisca-3(15),6-diene. Revision of the relative stereochemistry of the natural product Tetrahedron Letters, 42 (45). pp. 8101-8104. ISSN 0040-4039

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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S00404...

Related URL: http://dx.doi.org/10.1016/S0040-4039(01)01779-8

Abstract

The first total synthesis of the novel bicyclic sesquiterpene hydrocarbon asterisca-3(15),6-diene is reported. As a consequence, the natural product is shown to possess structure 4 with a trans-5,8 ring fusion and not the previously assigned cis-asterisca-3(15),6-diene 3.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Terpenes; Polyquinanes; Cyclooctanes; Wittig Reaction; Stereochemistry
ID Code:29019
Deposited On:18 Dec 2010 05:42
Last Modified:17 May 2016 12:00

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