Regioselective Synthesis of the Bridged Tricyclic Core of Garcinia Natural Products via Intramolecular Aryl Acrylate Cycloadditions
| Autor: | Binh G. Vong, Chinmay Chowdhury, Hongmei Li, Eric J. Tisdale, Emmanuel A. Theodorakis |
|---|---|
| Rok vydání: | 2002 |
| Předmět: |
chemistry.chemical_classification
Biological Products Acrylate biology Tandem Chemistry Stereochemistry Aryl Organic Chemistry Regioselectivity biology.organism_classification Biochemistry chemistry.chemical_compound Acrylates Intramolecular force Physical and Theoretical Chemistry Garcinia Oxidation-Reduction Lactone Tricyclic |
| Zdroj: | Organic Letters. 4:909-912 |
| ISSN: | 1523-7052 1523-7060 |
| DOI: | 10.1021/ol017278w |
| Popis: | [reaction: see text] Two different routes to the tricyclic core of Garcinia-derived natural products are described. The first approach is based on a tandem Claisen/Diels-Alder rearrangement and delivers the desired lactone 14. The second approach, employing a Wessely oxidation/Diels-Alder protocol, leads to the same caged heterocycle, albeit with modified constitution. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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