1, 6-DIHYDRO-3 (2H)-PYRIDINONES AS SYNTHETIC INTERMEDIATES. TOTAL SYNTHESIS OF (±)-EBURNAMONINE

Abstract

The allyl alcohol (11) derived from the dihydropyridinone (8) by a few steps was transformed into the ester (15) via the Claisen rearrangement, oxidation, esterification, and then hydrogenation. N-Chlorination of 15 followed by a basic hydrolysis afforded the lactone (3) exclusively which was converted into (±)-eburnamonine (1) by the known sequence.