Catalyst for asymmetric epoxidation of enones and process...

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

Reexamination Certificate

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C502S162000

Reexamination Certificate

active

06878835

ABSTRACT:
A complex catalyst for asymmetric epoxidation of enones, containing an optically active binaphthol, lanthanum triisopropoxide, triphenylphosphine oxide substituted with electron withdrawing groups in the parapositions of the phenyl groups, and cumene hydroperoxide or tert-butyl hydroperoxide.

REFERENCES:
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patent: 6201123 (2001-03-01), Daikai et al.
patent: 20010051737 (2001-12-01), Inagana et al.
patent: 20020039961 (2002-04-01), Shibasaki
patent: 10 120668 (1998-05-01), None
patent: 2000 229242 (2000-08-01), None
Daikai et al, “Remarkable Ligand Effect on the Enantioselectivity of the Chiral Lanthanum Complex-Catalyzed Asymmetric Epoxidation of Enones”, Tetrahedron Letters, NL, Elsevier Science Publishers, Amsterdam, vol. 39, No. 40, Oct. 1, 1998, pp. 7321-7322, XP004133670.
Bougauchi et al, “Catalytic asymmetric epoxidation of alpha, beta-unsaturated ketones promoted by lanthanoid complexes”, Journal of the American Chemical Society, vol. 119, No. 9, Mar. 5, 1997, pp. 2329-2330, XP002170251.
Patent Abstracts of Japan, vol. 1998, No. 10, Aug. 31, 1998 & JP 10 120668 A, May 12, 1998.
Patent Abstracts of Japan, vol. 2000, No. 11, Jan. 3, 2001 & JP 2000 229242 A, Aug. 22, 2000.
Daikai et al, “Evaluation of Chiral Lanthanoid Metal Catalysts Bearing 6,6-disubstituted 1,1′binaphthoxy ligands for the asymmetric epoxidation of enones”, Chemical Abstracts, vol. 129, No. 24, Dec. 14, 1998, Abstract No. 316095.
Daikai et al, “Remarkable Ligand Effect on the Enantioselectivity of the Chiral Lanthanum Complex-Catalyzed Asymmetric Epoxidation of Enones”, Tetrahedron Letters, NL, Elsevier Science Publishers, Amsterdam, vol. 39, No. 40, Oct. 1, 1998; ISSN: 0040-4039.
Patent Abstracts of Japan, vol. 1998, No. 10, Aug. 31, 1998 & JP 10 120668 A, May 12, 1998 abstract.
Bougauchi et al, “Catalytic asymmetric epoxidation of alpha, beta-unsaturated ketones promoted by lanthanoid complexes”, Journal of American Chemical Society, vol. 119, No. 9, Mar. 5, 1997, pp. 2329-2330, XP002170251.
Patent Abstracts of Japan vol. 2000, No. 11, Jan. 3, 2001 & JP 2000 229242 A, Aug. 22, 2000 abstract.

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