10
Views
7
CrossRef citations to date
0
Altmetric
Original Article

Substituent Effect on the Absolute Stereochemistry of the Asymmetric Reduction of Fluorine-Containing β-Diketones by Bakers' Yeast

, , , &
Pages 313-320 | Published online: 11 Jul 2009

References

  • BolteFauve J., Gourcy A. J.-G., Veschambre H. Bakers' yeast reduction of an acyclic β-diketone. Preparative biotransformations - Whole cells and isolated enzymes in organic syntheses, S. M. Roberts. University of Exeter, Exeter, Wiley, UK 1993; 2:3.10–2:3.15
  • BolteGourcy J. J.-G., Veschambre H. Utilisation des methodes biologiques pour la preparation de synthons chiraux: I-Reduction de β-diketones acycliques par saccharomyces cerevisiae (Levure de boulanger). Tetrahedron Letters 1986; Vol. 27(No. 5)565–568
  • BucciarelliForni M., Moretti A., Prati I. F., Torre G. Enantioselective synthesis of (S)-(-)-5,5,5-trifluoro-4-hydroxy-2-pentanone by Baker's yeast reduction. Gazzetta Chimica Italiana 1990; 120: 99–100
  • DaleDull J. A., Mosher D. L. D. S. α-Methoxy-α-trifluoromethylphenylacetic Acid, a Versatile Reagent for the Determination of Enantiomeric Composition of Alcohols and Amines. J. Org. Chem. 1969; 34: 2543–2549
  • Fauve A., Veschambre H. Microbiological reduction of acyclic β-diketones. J. Org. Chem. 1988; 53: 5215–5219
  • Kikkawa I., Yorifuji T. Convenient Synthesis of Alkyl Ketones from Carboxylic Esters. Synthesis 1980; 877–880.
  • SakaiNakamura T., Fukuda T., Amano K., Utaka E. M., Takeda A. Highly Enantioselective Reduction of Ethyl 2-Acyloxy-3-oxobutanoate with Immobilized Baker's Yeast. Bull. Chem. Soc. Jpn. 1986; 59: 3185–3188
  • SeebachRenaud D., Schweizer P.W. B., Züger M. F., Brienne M-J. Preparation by Yeast Reduction and Determination of the Sense of Chirality of Enantiomerically Pure Ethyl (-)-4,4,4-Trichloro-3-hydroxy- and (+)-4,4,4-Trifluoro-3-hydroxybutanoate. Helv. Chim. Acta 1984; 67: 1843–1853
  • Lin Tain, Yamazaki J.T., Kitazume T. A Microbially Based Approach for the Preparation of Chiral Molecules Possessing the Trifluoromethyl Group. J. Org. Chem. 1987; 52: 3211–3217

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.