Asymmetric induction in the reactions of 3-aryl-1,2,4-triazin-5(4H)-ones with C-nucleophiles |
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Authors: | Ilya N. Egorov Grigory V. Zyryanov Vladimir L. Rusinov |
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Affiliation: | a Department of Organic Chemistry, Urals State Technical University, 19, Mira St., Ekaterinburg 620002, Russian Federation b Institute of Organic Synthesis of RAS (Urals Division), 20, S. Kovalevskaya St., Ekaterinburg 620219, Russian Federation |
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Abstract: | 3-Aryl-1,2,4-triazin-5(4H)-ones, in the presence of N-protected amino acids, react with C-nucleophiles to form 1-acyl-6-Nu-3-aryl-1,6-dihydro-1,2,4-triazin-5(4H)-ones in high diastereomeric excess. This is the first case of the use of amino acids as chiral auxiliaries in nucleophilic additions to triazinones. |
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