Asymmetric Reactions. IV. An Attempted Asymmetric Reduction by a Solution of [Co(CN)<SUB>5</SUB>]<SUP>3−</SUP> and Optically Active α-Amino Acid, and Its Reactive Species

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概要

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• Reduction of various olefines by a solution of pentacyanocobaltate and glycine or optically active α-amino acid was studied. There is no essential difference between the reactivity of [Co(CN)<SUB>5</SUB>H]<SUP>3−</SUP> to olefines and that of the solution of pentacyanocobaltate and α-amino acid. Atropic acid was reduced with the solution containing optically active α-amino acid (<I>l</I>-isoleucine) to give slightly optically active hydratropic acid. It was found that the main reactive species in the solution of [Co(CN)<SUB>5</SUB>]<SUP>3−</SUP> and α-amino acid was [Co(CN)<SUB>5</SUB>H]<SUP>3−</SUP> (this might be the reason for the asymmetric reduction not taking place effectively), and the reversible change between [Co(CN)<SUB>5</SUB>]<SUP>3−</SUP> and [Co-(CN)<SUB>5</SUB>H]<SUP>3−</SUP> was observed depending on the pH of the solution.

• 公益社団法人 日本化学会の論文

著者

• Yoshimura Juji

  Laboratorium für Organische Chemie Technische Hochschule Tokyo

• Ohgo Yoshiaki

  Laboratory of Chemistry for Natural Products, Faculty of Science, Tokyo Institute of Technology

• Takeuchi Seiji

  Laboratory of Chemistry for Natural Products, Faculty of Science, Tokyo Institute of Technology

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