Polyene cyclization promoted by the cross-conjugated alpha-carbalkoxy cyclohexenone system. An unusual 1,2-hydride shift under Lewis acid catalysis
| Autor: | Huang-Min Wu, Tai Wei Ly, Yen-Ku Wu, Ho Hsuan Chou, Hsing-Jang Liu, Min-Tsang Hsieh |
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| Rok vydání: | 2009 |
| Předmět: |
Stereoisomerism
Polyenes Conjugated system Photochemistry Crystallography X-Ray Biochemistry Medicinal chemistry Catalysis chemistry.chemical_compound Chlorides Cyclohexenone Molecule Aluminum Chloride Polycyclic Compounds Physical and Theoretical Chemistry Aluminum Compounds Molecular Structure Hydride Cyclohexanones Organic Chemistry Tin Compounds Polyene Lewis acid catalysis chemistry Cyclization |
| Zdroj: | Organic letters. 11(8) |
| ISSN: | 1523-7052 |
| Popis: | Polyene cyclization of the titled compounds under catalysis with AlCl(3)/SnCl(4) gave rise to the corresponding polycyclic products, many of which were structurally highly unexpected, and thus, individual X-ray analysis was required to finalize the structural identification. Mechanistically, an unusual 1,2-hydride shift is proposed to elucidate the product formation. |
| Databáze: | OpenAIRE |
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