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Reaction of quinine, 9-epiquinine and their acetates in superacid in the presence of hydrogen peroxide: an access to new fluorhydrins and/or ketones
Authors:Vincent Chagnault  Jean-Claude Jacquesy
Institution:Laboratoire ‘Synthèse et Réactivité des Substances Naturelles’, UMR 6514, 40 Avenue du Recteur Pineau, F-86022 Poitiers Cedex, France
Abstract:In HF-SbF5, in the presence of H2O2 (source of OH+ equivalent) quinine 1a yields 10-keto derivatives 4a and 5a and cyclic ether 3 as the major product. In the same conditions 1b, 2a, and 2b give the 10-keto and 10-fluoro-3-hydroxy analogs.
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