Pa. Jacobi et Gl. Cai, A CONVENIENT SYNTHESIS OF PYRROLE-AMINOPYRROLE-3-PROPIONATE AND N-AMINOPYRROLE-3-PROPIONATE ESTERS, Heterocycles, 35(2), 1993, pp. 1103-1120
Trisubstituted pyrroles having a substitution pattern found in many na
turally occurring linear and macrocyclic tetrapyrroles have been prepa
red in a regiospecific fashion by a two step sequence involving Diels-
Alder reaction of 2-oxo-3-butenoate esters (Sg) with 2-alkoxy-1,3-pent
adiene derivatives (46), followed by ozonolysis and Paal-Knorr cycliza
tion.