Química Nova (Dec 2001)

Reduções enantiosseletivas de cetonas utilizando-se fermento de pão Enantioselective reductions of ketones using baker's yeast

  • José Augusto R. Rodrigues,
  • Paulo José S. Moran

DOI
https://doi.org/10.1590/S0100-40422001000600028
Journal volume & issue
Vol. 24, no. 6
pp. 893 – 897

Abstract

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Baker's yeast has been successful employed to reduce carbonyl compounds carrying appropriated substituents at distances under the electronic influence of the keto group. High yields and enantiomeric excess (ee) were obtained with 1,2-alkanedione, 1,2-alkanedione (2-O-methyloxime) and 1,3-alkanedione. Potential chiral building blocks were obtained and applied for stereoselective synthesis of valuable compounds. Evidence for a free radical chain process was obtained with baker's yeast reduction of a-iodoacetophenone using radical inhibitors.

Keywords