Synthesis and Acid-Catalyzed Bridge Cleavage Reactions of 6-Chloro-8-Oxabicyclo[3.2.1] Octa-2,5-Dienes. a Novel Synthetic Route to 4,5-Benztropones
Autor: | Louis A. Kapicak, Barbara J. Harty, Merle A. Battiste, Paul F. Ranken |
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Rok vydání: | 1973 |
Předmět: | |
Zdroj: | Synthetic Communications. 3:311-315 |
ISSN: | 1532-2432 0039-7911 |
DOI: | 10.1080/00397917308065924 |
Popis: | The acid-catalyzed bridge cleavage reactions of 8-oxabi-cyclo [3.2.1.] octa-2,5-dienes (1) are of considerable synthetic as well as mechanistic interest since they potentially provide a direct route to aromatic tropylium systems (equation 1). We now report the first example of this conversion and demonstrate its synthetic utility with the development of a new and convenient synthesis of 4,5-benztropones. |
Databáze: | OpenAIRE |
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