A new synthesis of N-alkyl 3-acetyl-4-methoxycarbonylmethyl-2-methyl-1,4-dihydropyridines utilizing sec-aminodienyl esters with acetylacetone.
The reactions of sec-aminodienyl esters 3 with acetylacetone (4) afforded N-alkyl 3-acetyl-4-methoxycarbonylmethyl-2-methyl-1,4-dihydropyridines 5 and enamines 6, providing a new azaelectrocyclization reaction.
Koike
Takeshi
T
Showa Pharmaceutical University, Machida, Tokyo, Japan. koike@ac.shoyaku.ac.jp
Takeuchi
Naoki
N
D002850:Chromatography, Gel; D002855:Chromatography, Thin Layer; D003500:Cyclization; D015195:Drug Design; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D011725:Pyridines / Q000138:chemical synthesis* / Q000494:pharmacology*
D011725:Pyridines