Synthesis of Highly Functionalized Bicyclo[m.n.1]alkanones via a Cationic Reaction Cascade
| Autor: | Roch M. A. Lavigne, Louis Barriault, Maxime Riou, Melina Girardin, Louis Morency |
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| Rok vydání: | 2006 |
| Předmět: |
Molecular complexity
chemistry.chemical_classification Bicyclic molecule Pinacol Stereochemistry Organic Chemistry Cationic polymerization Single step General Medicine Ring (chemistry) Biochemistry Combinatorial chemistry Domino chemistry.chemical_compound chemistry Cascade Physical and Theoretical Chemistry Bridged compounds |
| Zdroj: | ChemInform. 37 |
| ISSN: | 1522-2667 0931-7597 |
| DOI: | 10.1002/chin.200619056 |
| Popis: | [reaction: see text] The acid-mediated Prins/pinacol and the triple domino reactions Diels-Alder/Prins/pinacol were used to construct highly functionalized bicyclo[m.n.1]alkanones 19-29 and 33a-c possessing various ring sizes from ketals 8-18 and 31a-c in 44-96% yields. This approach proves to be highly efficient and reliable to generate high molecular complexity in a single step. |
| Databáze: | OpenAIRE |
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