Regioselective Synthesis of the Tricyclic Core of Lateriflorone
| Autor: | Eric J. Tisdale, Sun Hee Kim, Hongmei Li, Binh G. Vong, Emmanuel A. Theodorakis |
|---|---|
| Rok vydání: | 2003 |
| Předmět: |
chemistry.chemical_classification
Tandem Chemistry Xanthones Organic Chemistry Molecular Conformation Regioselectivity Stereoisomerism Core (manufacturing) Spironolactone Biochemistry Combinatorial chemistry Xanthenes Cyclization Polycyclic Compounds Spiro Compounds Physical and Theoretical Chemistry Lateriflorone Garcinia Tricyclic |
| Zdroj: | Organic Letters. 5:1491-1494 |
| ISSN: | 1523-7052 1523-7060 |
| DOI: | 10.1021/ol034276y |
| Popis: | An efficient synthetic approach to the tricyclic core 8 of lateriflorone is described. Essential to the synthesis was the implementation of a biomimetic tandem Claisen/Diels-Alder reaction that produced the desired tricyclic scaffold as a single isomer. A rationalization of the excellent regio and stereoselectivity of this transformation is also proposed. [reaction: see text] |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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