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
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