Electroorganic Synthesis of Optically Active Alcohols from Ketone and Aldehyde Derivatives Using Alcohol Dehydrogenase as an Electrocatalyst
Asymmetric electroreduction of ketone and aldehyde derivatives was examined for two electrochemical reduction systems using alcohol dehydrogenase (ADH as an electrocatalyst. The reaction system (A) allowed asymmetric reduction of acetophenone, propiophenone, phenoxy-2-propanone, pyruvic acid and 2-phenylpropionaldehyde to corresponding optically active alcohols with the enantiomer excesses (ee) close to 100% and the current efficiencies larger than 92%, and the reaction system (B) gave 100% ee for the reduction of propiophenone, phenoxy-2-propanone, and pyruvic acid.
KeywordsAlcohol Dehydrogenase Current Efficiency Electrochemical Reduction Pyruvic Acid Enantiomer Excess
Unable to display preview. Download preview PDF.
- 1).C. Iwakura, Y. Kajiya, and H. Yoneyama, J. Chem. Soc., Chem. Commun., 1988, 1019.Google Scholar
- 4).K. Sugimura, S. Kuwabata, and H. Yoneyama, J. Am. Chem. Soc., 1989, 111, 2361.Google Scholar
- 6).S. Kuwabata, R. Tsuda, K. Nishida, and H. Yoneyama, Chem. Lett., 1993, 1631.Google Scholar
- 8).S. Kuwabata, K. Nishida, and H. Yoneyama, Chem. Lett., 407 (1994).Google Scholar
- 9).R. Yuan, S. Kuwabata, and H. Yoneyama, Chem. Lett., 137 (1996).Google Scholar