Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acid esters
Reexamination Certificate
2005-01-24
2008-08-19
Gonzalez, P. Nazario (Department: 1621)
Organic compounds -- part of the class 532-570 series
Organic compounds
Carboxylic acid esters
C560S032000, C560S157000, C560S160000, C560S163000, C560S336000, C560S346000, C548S400000, C548S543000, C549S295000, C549S313000
Reexamination Certificate
active
07414145
ABSTRACT:
A method of an enantioselective nucleophilic addition reaction to carbonyl, which enables an asymmetric synthesis of an optically active α-hydroxy-γ-keto acid ester, an optically active α-hydroxy-γ-amino acid ester, hydroxydiketone compounds, etc. being useful as a raw material or synthesis intermediate for producing a pharmaceutical preparation, an agricultural chemical, a fragrance, a functional polymer or the like. In this method, the nucleophilic addition reaction of enamide compound accompanied by hydroxyl (—OH) formation to carbonyl is carried out in the presence of a chiral catalyst with copper or nickel.
REFERENCES:
patent: 2003-260363 (2003-09-01), None
patent: 2003-260366 (2003-09-01), None
Ryosuke Matsubara, Yoshitaka Nakamura and Shu kobayashi Angew. Chem. Int. Ed. 2004, 43, 3258-3260.
Ryosuke Matsubara et al., “Copper(II)-Catalyzed Highly Enantioselective Addition of Enamides to Imines: The Use of Enamides as Nucleophiles in Asymmetric Catalysis”, Angew. Chem. Int. Ed., 43, pp. 1679-1681, 2004.
Yoshitaka Nakamura et al. “Catalytic, Asymmetric Mannich-Type Reactions of α-Imino Esters Bearing Readily Removable Substituents on Nitrogen”, Organic Letters, vol. 5, No. 14, pp. 2481-2484, 2003.
Shü Kobayashi et al., “Catalytic, Asymmetric Mannich-Type Reactions ofN-Acylimino Esters for Direct Formation ofN-Acylated Amino Acid Derivatives. Efficient Synthesis of a Novel Inhibitor of Ceramide Trafficking, HPA-12” Organic Letters, vol. 4, No. 1, pp. 143-145, 2002.
Shü Kobayashi et al., “Catalytic Asymmetric Synthesis of α-Amino Phosphonates Using Enantioselective Carbon Carbon Bond-Forming Reactions”, J. Am. Chem. Soc., 126, pp. 6558-6559, 2004.
Ryosuke Matsubara et al., “Highly Diastereo- and Enantioselective Reactions of Enecarbamates with Ethyl Glyoxylate to Give Optically Activesynandantiα-Alkyl-β-Hydroxy Imines and Ketones”, Angew. Chem. Int. Ed., 43, 3258-3260, 2004.
Ryosuke Matsubara et al., “Highly diastereo- and enantioselective reactions of enecarbamates with an aldehyde”, Tetrahedron, 60, pp. 9769-9784, 2004.
Ryosuke Matsubara et al., “Development of Catalytic Asymmetric Reactions Using Enamides as Nucleophiles”, The Chemical Society of Japan, p. 1220, Mar. 11, 2004.
Gonzalez P. Nazario
Japan Science and Technology Agency
Wenderoth , Lind & Ponack, L.L.P.
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