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Resumen de Chiral Compounds and Green Chemistry in Undergraduate Organic Laboratories: Reduction of a Ketone by Sodium Borohydride and Baker's Yeast

Nicola L. B. Pohl, Allen Clague, Kimberly Schwarz

  • We describe an integrated set of experiments for the undergraduate organic laboratory that allows students to compare and contrast biological and chemical means of introducing chirality into a molecule. The racemic reduction of ethyl acetoacetate with sodium borohydride and the same reduction in the presence of a tartaric acid ligand are described, and a capillary gas chromatography column packed with a chiral material for product analysis is introduced. The results of these two hydride reactions are compared with the results of a common undergraduate experiment, the baker's yeast reduction of ethyl acetoacetate.


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