SYNTHESIS OF PERHYDROCYCLOPENTA[C]PYRROLES BY A TANDEM REARRANGEMENT AUTOXIDATION REACTION

Authors
MALLERON JL PEYRONEL JF DESMAZEAU P MHOUMADI C PLANIOL C
Citation
Jl. Malleron et al., SYNTHESIS OF PERHYDROCYCLOPENTA[C]PYRROLES BY A TANDEM REARRANGEMENT AUTOXIDATION REACTION, Tetrahedron letters, 36(4), 1995, pp. 543-546
Citations number
16
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
4
Year of publication
1995
Pages
543 - 546
Database
ISI
SICI code
0040-4039(1995)36:4<543:SOPBAT>2.0.ZU;2-I
Abstract
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.