New Synthetic Approach to 1-Azabicyclo[x.y.0]alkalne Skeletons from b-Enamino Diesters Derived from Meldrum's Acid

Abstract

Two complementary methods for the synthesis of title compounds , namely, monodecarboxylating transesterification of β-enamino esters (I) followed by intramolecular cyclization, and direct cyclization of I under flash vacuum thermolysis conditions, have been elaborated. Azabicyclic compounds were stereospecifically converted to bicyclic β-amino alcohols by means of stereocontrolled carbon-carbon double bond catalytic hydrogenation followed by ester moiety reduction