146450-46-6Relevant academic research and scientific papers
Heterocycle formation through aza-annulation: A stereochemically controlled route to (±)-lupinine
Paulvannan,Schwarz,Stille
, p. 215 - 218 (1993)
The aza-annulation of an acyclic β-enaminoester with acryloyl chloride was found to be a very efficient method for nitrogen heterocycle formation. Stereospecific hydrogenation of the unsaturated dihydropyridone generated from aza-annulation gave a single disubstituted lactam product. The cis stereochemical relationship of the substituents was confirmed by transformation of the lactam to (±)-lupinine.
