Azaditerpenoid. V. Syntheses of 8-Azaperhydrophenanthrene Derivatives from Agathenedicarboxylic Acid.

Abstract

The ketol (II'), obtained by ozonolysis of dimethyl agathenedicarboxylate, was converted to the pyridine derivative (III), which was reduced with sodium and ethanol to several stereoisomeric imino-esters (IVa) and imino-alcohols (Va). One of the imino-esters was obtained directly by catalytic reduction of the ketol (II') in methanolic ammonia.