Reaction of quinine, 9-epiquinine and their acetates in superacid in the presence of hydrogen peroxide: an access to new fluorhydrins and/or ketones |
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Authors: | Vincent Chagnault Jean-Claude Jacquesy |
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Institution: | Laboratoire ‘Synthèse et Réactivité des Substances Naturelles’, UMR 6514, 40 Avenue du Recteur Pineau, F-86022 Poitiers Cedex, France |
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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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