Mehta, Goverdhan ; Maity, Pulakesh (2008) Construction of the 3-prenyl-4-oxa-tricyclo[4.3.1.03,7]dec-8-en-2-one core of caged xanthonoid natural products via tandem Wessely oxidation-intramolecular [4+2] cycloaddition Tetrahedron Letters, 49 (2). pp. 318-322. ISSN 0040-4039
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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S00404...
Related URL: http://dx.doi.org/10.1016/j.tetlet.2007.11.050
Abstract
A two-step protocol based on tandem Wessely oxidation/intramolecular Diels-Alder reaction to provide general access to the 3-prenyl-4-oxa-tricyclo[4.3.1.03,7]dec-8-en-2-one core present in the caged Garcinia xanthonoids is demonstrated. These readily accessible tricyclic scaffolds also provide ready entry into a variety of substituted λ -lactones through a photochemical 1,3-acyl shift and decarbonylation.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| ID Code: | 29213 |
| Deposited On: | 17 Dec 2010 08:24 |
| Last Modified: | 17 Dec 2010 08:24 |
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