One pot synthesis of nitrogen-containing polycyclic delta-lactones by double nucleophilic addition of bis(trimethylsilyl)ketene acetals to pyridines.
Pyridine and bis(TMS)ketene acetals (TMS = trimethylsilyl) react successively with methylchloroformate and iodine (or peracids) to give, via functionalized dihydropyridines, bicyclic nitrogen-containing lactones which have been characterized by X-ray crystallography.
Rudler
Henri
H
Laboratoire de Synthèse Organique et Organométallique, UMR 7611, Université Pierre et Marie Curie, 4, place Jussieu, 75252 Paris, France. rudler@ccr.jussieu.fr
Denise
Bernard
B
Parlier
Andrée
A
Daran
Jean-Claude
JC