Synthesis of Methyl 5-(N-Benzoyl-N- methylamino)-2-methylpenta-2,4-dienoate by Ring-Opening Acylation of an N-Alkyltetrahydropyridine

Synthesis of (±)-isofagomine and its stereoisomers from arecoline

“…In general, the success of demethylation of the piperidine derivatives was found to be very structure-dependent as has been seen by others. 6 Thus arecoline (3) itself could be demethylated in good yield with TrocCl; 4 however that reaction was not use-ful in the present case, because the double-bond isomerisation failed on the N-trichloroethylcarbamate, as the Troc group is base-labile.…”