Mehta, Goverdhan ; Sreenivas, K. (2003) Synthetic studies towards the novel fomannosane sesquiterpenoid illudosin: framework construction Tetrahedron, 59 (19). pp. 3475-3480. ISSN 0040-4020
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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S00404...
Related URL: http://dx.doi.org/10.1016/S0040-4020(03)00473-3
Abstract
A synthetic approach to the novel fomannosane sesquiterpene natural product illudosin 2 from the diquinane precursor 5, readily available in turn from commercial 1,5-cyclooctadiene, is delineated. The key steps are the stereoselective construction of the cis, anti, cis-tricyclo[6.2.0.02,6]decane system, strategic C-C bond disengagement through Baeyer-Villiger oxidation and functional group adjustments to deliver the carbocyclic core 18 present in the natural product.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| Keywords: | Baeyer-villiger Oxidation; Farnesyl Pyrophosphate; Cyclobutanoids; Photocycloaddition; Enone Transposition |
| ID Code: | 29009 |
| Deposited On: | 18 Dec 2010 05:42 |
| Last Modified: | 17 May 2016 11:59 |
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