4.3 Article

Asymmetric intramolecular Cannizzaro reaction of anhydrous phenylglyoxal

Journal

JOURNAL OF FLUORINE CHEMISTRY
Volume 129, Issue 10, Pages 994-997

Publisher

ELSEVIER SCIENCE SA
DOI: 10.1016/j.jfluchem.2008.04.008

Keywords

Copper(II) hexafluoroantimonate; Intramolecular Cannizzaro reaction; Phenylglyoxal; Double asymmetric induction; Anhydrous; Bis(oxazoline)

Funding

  1. Toray Science Foundation
  2. G-COE in Chemistry, Nagoya

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The use of anhydrous phenylglyoxal provides a solution to the problem of low reactivity in the asymmetric intramolecular Cannizzaro reaction with alcohols. Double asymmetric induction was achieved in the reaction of anhydrous phenylglyoxal with D-(+)-menthol promoted by a (SS)-t-BuBox center dot copper(II) hexafluoroantimonate complex. (C) 2008 Elsevier B.V. All rights reserved.

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