Tetrahedron letters

Synthesis of chiral oxazolidin-2-ones by 1, 2-amino alcohols, carbon dioxide and electrogenerated acetonitrile anion

M Feroci, A Gennaro, A Inesi, M Orsini, L Palombi

Index: Feroci, Marta; Gennaro, Armando; Inesi, Achille; Orsini, Monica; Palombi, Laura Tetrahedron Letters, 2002 , vol. 43, # 33 p. 5863 - 5865

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Citation Number: 48

Abstract

An improved electrochemical synthesis of chiral oxazolidin-2-ones from chiral 1, 2-amino alcohols is obtained by direct electrolysis of solutions of MeCN–TEAP containing the amino alcohol, with subsequent CO2 bubbling and addition of TsCl. This synthesis avoids any addition of bases or probases and yields oxazolidinones in high yields.