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Studies on pyrrolidinones. Oxidations and rearrangements in the hexahydrobenz[f]indolizine-3,10-dione series
Authors:Anne Bourry,Daniel Couturier,Luc Van Hijfte,Benoî  t Rigo
Affiliation:a Ecole des Hautes Etudes Industrielles, 13 rue de Toul, 59046 Lille, France
b Laboratoire d'Ingénierie Moléculaire, Université des Sciences et Technologies, 59655 Villeneuve d'Ascq, France
c Johnson and Johnson Pharmaceutical Research and Development, Campus de Maigremont, 27106 Val de Reuil, France
d Institut de Chimie Pharmaceutique Albert Lespagnol, Université de Lille 2, 59006 Lille, France
Abstract:Air oxidation of hexahydrobenz[f]indolizine-3,10-diones in MeOH/MeONa yields alcohols, which are easily and selectively transformed, in very good yields, to succinimides, isoquinoline propanoic acids or dehydrated to ene lactams.
Keywords:Pyroglutamic derivatives   Pyrrolidinone oxidation   N-acyliminium salts
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