Kinetic resolution of heterocyclic amines by reaction with optically active acid chlorides. The effect of reaction conditions on the diastereoselectivity of acylation of (±)-3-methyl-2,3-dihydro-4H-1,4-benzoxazine |
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| Authors: | Krasnov V. P. Levit G. L. Korolyova M. A. Bukrina I. M. Sadretdinova L. Sh. Andreeva I. N. Charushin V. N. Chupakhin O. N. |
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| Affiliation: | (1) I. Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 22, ul. S. Kovalevskoi, 620219 Ekaterinburg, Russian Federation, Russia |
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| Abstract: | The influence of the reaction conditions (solvent, base) on the diastereoselectivity of acylation of (±)-3-methyl-2,3-dihydro-4H-1,4-benzoxazine with (S)-naproxen and N-tosyl-(S)-proline chlorides was studied. The highest diastereoselectivity was observed for the reaction carried out in benzene in the presence of aliphatic tertiary amines. |
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| Keywords: | kinetic resolution of racemates 3-methyl-2,3-dihydro-4H-1,4-benzoxazine acid chlorides (S)-naproxen N-tosyl-(S)-proline acylation |
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