Jl. Malleron et al., SYNTHESIS OF PERHYDROCYCLOPENTA[C]PYRROLES BY A TANDEM REARRANGEMENT AUTOXIDATION REACTION, Tetrahedron letters, 36(4), 1995, pp. 543-546
The reaction of the 5-mesylate derivative 7 in basic medium respective
ly gives in the absence of air, utyloxycarbonyl-4,4-diphenyl-6-(2-meth
oxy-benzoyl) perhydrocyclopenta[c]pyrrole and in the presence of air,
yl-6,6-diphenyl-perhydrocyclopenta[c]pyrrol-4-one. The treatment of ut
yloxycarbonyl-4,4-diphenyl-6-(2-methoxy-benzoyl) perhydrocyclopenta[c]
pyrrole in basic medium with air affords yl-6,6-diphenyl-perhydrocyclo
penta[c]pyrrol-4-one. A mechanism is presented.