A facile synthesis of bridged polycyclic naphthooxazocine skeletons: Eight-membered-ring constructions via tandem dinucleophilic addition of naphthalenols to quinolinium salts

摘要

The efficient synthesis of bridged polycyclic naphthooxazocines 3 via addition of naphthalenols 1 as a bis-nucleophile to N-alkylquinolinium salts 2 is described (Scheme 1 and Table 2). This new approach provides a powerful entry into polycyclic structures containing bicyclic N,O-acetals related to bioactive compounds.