Jj. Vandeneynde et al., RATE-DETERMINING EFFECTS IN THE FORMATION OF HANTZSCH 1,4-DIHYDROPYRIDINES FROM N-(1-HALOALKYL)AZINIUM HALIDES AND METHYL 3-AMINO-2-BUTENOATE, Chemische Berichte, 126(5), 1993, pp. 1251-1252
N-(1-Haloalkyl)azinium halides react with methyl 3-amino-2-butenoate t
o yield 4-substituted dimethyl -dihydro-2,6-di-methyl-3,5-pyridinedica
rboxylates. The rates of formation of the latter compounds are monitor
ed by H-1-NMR spectroscopy. Mechanistic and practical considerations a
re discussed.