Tuning the enantioselective N-acetylation of racemic amines: a spectacular salt effect |
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Authors: | Arseniyadis Stellios Subhash Pithani V Valleix Alain Mathew Suju P Blackmond Donna G Wagner Alain Mioskowski Charles |
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Affiliation: | Laboratoire de Synthèse Bio-Organique associé au CNRS, Université Louis Pasteur de Strasbourg, Faculté de Pharmacie, 74 route du Rhin, 67401 Illkirch-Graffenstaden, France. |
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Abstract: | We have described a spectacular salt effect in the kinetic resolution of (+/-)-1-phenylethylamine, which leads to an increase in reactivity, high levels of selectivity, and a complete reversal of the stereoselectivity. By tuning the reaction conditions, we were able to increase the selectivity factor of (1S,2S)-1 to s = 115. |
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