Medium Buffer Effects on the Condensation of L-Cysteine and Aryl Nitriles to (R)-2-Aryl-4,5-dihydrothiazole-4-carboxylic Acids
Oleg V. Maltsev, Valérianne Walter, Matthias J. Brandl, Lukas Hintermann*
*Department Chemie, Technische Universität München,
Lichtenbergstr. 4, 85748 Garching bei München, Germany, Email: lukas.hintermanntum.de
O. V. Maltsev, V. Walter, M. J. Brandl, L. Hintermann, Synthesis, 2013, 45, 2763-2767.
Abstract
In the condensation of L-cysteine and aryl nitriles, pure (R)-2-aryl-4,5-dihydrothiazole-4-carboxylic acids were obtained in good yields without racemization in a NaHCO3/NaOH-buffered aqueous alcoholic medium.
see article for more examples
Key Words
amino acids, thiazolines, nitriles, nucleophilic addition, thiols
ID: J66-Y2013