Directed Ortho Metalation of O-Pyridyl Carbamates. Regiospecific Entries into Polysubstituyed Pyridines

Article abstract of DOI:10.1021/jo00225a104

Ortho-lithiated species of O-pyridyl carbamates 1a-c constitute new synthetic intermediates which provide a variety of polysubstituted pyridines (Table I) by reaction with electrophiles (2a-c) and anionic Fries rearrangement (3,4).Further metalation (7), ipso carbodestannylation (10, E=I, COMe), and reductive elimination of the carbamate directing group (5<*>6) are also described.