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Asymmetric induction in the reactions of 3-aryl-1,2,4-triazin-5(4H)-ones with C-nucleophiles
Authors:Ilya N Egorov  Grigory V Zyryanov  Vladimir L Rusinov
Institution: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
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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