New simple synthesis of N-substituted 1, 3-oxazinan-2-ones

S Trifunović, D Dimitrijević, G Vasić, N Radulović…

Index: Trifunovic, Sreko; Dimitrijevic, Dejana; Vasic, Gordana; Radulovic, Niko; Vukicevic, Mirjana; Heinemann, Frank W.; Vukicevic, Rastko D. Synthesis, 2010 , # 6 p. 943 - 946

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Citation Number: 7

Abstract

Abstract An efficient and simple synthesis of N-substituted 1, 3-oxazinan-2-ones was developed that involves a three-component, one-pot reaction of readily available tetraethylammonium bicarbonate, 1, 3-dibromopropane, and a primary amine in methanol at room temperature. l-Alanine can be used as the amino component to give the chiral product (2S)-2-(2-oxo-1, 3-oxazinan-3-yl) propanoic acid.