87167-72-4Relevant academic research and scientific papers
PREPARATION AND DIELS-ALDER REACTION OF N-CARBOMETHOXY-5-ETHYL-1,2-DIHYDROPYRIDINE: AN APPROACH FOR THE SYNTHESIS OF CATHARANTHINE
Raucher, Stanley,Lawrence, Ross F.
, p. 2927 - 2930 (1983)
N-carbomethoxy-5-ethyl-1,2-dihydropyridine (1) may be prepared by the bromination of N-carbomethoxy-3-ethyl-1,2,5,6-tetrahydropyridine (10), and subsequvent double dehydrobromination with EtAlCl2/HMPA; this diene undergoes Diels-Alder reaction with dimethyl methylenemalonate (2) to give the isoquinuclidine (3), an intermediate in our planned approach to catharanthine.
