Process to produce enantiomerically enriched alcohols and...

Organic compounds -- part of the class 532-570 series – Organic compounds – Heavy metal containing

Reexamination Certificate

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C502S155000, C568S878000

Reexamination Certificate

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07045646

ABSTRACT:
This invention describes a convenient method for the preparation and use of a ruthenium catalyst for a chiral reduction of ketones and imines.

REFERENCES:
patent: WO 2004/014551 (2004-02-01), None
patent: WO 2004/085058 (2004-10-01), None
Noyori, R., et al., “Ruthenium(II)-Catalyzed Asymmetric Transfer Hydrogenation Of Ketones Using A Formic Acid-Triethylamine Mixture,” 1996, J. Am. Chem. Soc., 2521-2522, vol. 118.
Noyori, R., et al., “The Catalyst Precursor, Catalyst, And Intermediate In The Rull-Promoted Asymmetric Hydrogen Transfer Between Alcohols And Ketones,” 1997, Angew: Chem. Int. Ed. Engl., 285-288, vol. 36, No. 3.
Fujii, et al., “Ruthenium(II)-Catalyzed Asymmetric Transfer Hydrogenation of Ketones Using a Formic Acid-Triethylamine Mixture,”Journal of American Chemical Society, 1996, 2521-2522, vol. 118.
March, et al., “Aliphatic Nucleophilic Substitution,”Advanced Organic Chemistry: Reactions, Mechanisms, and Structure, 1968, 251-375.
Noyori, et al., “Asymmetric Transfer Hydrogenation Catalyzed by Chiral Ruthenium Complexes,”Accounts of Chemical Research, 1997, 97-102, vol. 30, No. 2.
Palmer, et al., “Asymmetric Transfer Hydrogenation of C=0 and C=N Bonds,”Tetrahedron: Asymmetry, 1999, 2045-2061, vol. 10.
Vedejs, et al., “Substituted Isoquinolines by Noyori Transfer Hydrogenation: Enantioselective Synthesis of Chiral Diamines Contianing an Aniline Subunit,”Journal of Organic Chemistry, 1999, 6724-6729, vol. 64.
Hashiguchi, S. et al., “Kinetic Resolution of racemic Secondary Alcohols by Rull—Catalyzed Hydrogen Transfer,”Angew. Chem. Int. Ed. Engl., 1997, p. 288-290, vol. 36, No. 3.

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