Conversion of protopine into the secoberbines corydalisol and hypecorine
Abstract
Pyrolysis of protopine N-oxide (6) leads to the dibenzoxazacycloundecine (7) whose reduction with palladium catalyst affords (±)-corydalisol (2). Alternatively, zinc in acetic acid treatment of (7) leads to (±)-hypecorine (3) and (±)-corydalisol (2).