The direct conversion of an α-amino acid into the corresponding α-acetylamino-alkyl methyl ketone, via oxazolone (azalactone) intermediates. The reaction proceeds in the presence of acetic anhydride and a base, such as pyridine, with the evolution of CO2. The reaction racemizes that chiral center as shown.

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Dakin–West Reaction

  • Jie Jack Li

摘要

The direct conversion of an α-amino acid into the corresponding α-acetylamino-alkyl methyl ketone, via oxazolone (azalactone) intermediates. The reaction proceeds in the presence of acetic anhydride and a base, such as pyridine, with the evolution of CO2. The reaction racemizes that chiral center as shown.