Production method of optically active epoxy compound,...

Details Production method of optically active epoxy compound,... Production method of optically active epoxy compound,...

2007-11-08

2010-10-12

Andres, Janet L (Department: 1625)

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C549S523000, C556S056000, C564S367000

Reexamination Certificate

active

07812184

ABSTRACT:
[Problem] To provide a production method of optically active epoxy compound, and a complex used for the production method and a production method of the complex.[Means for solving the problem] The skeleton that is necessary for expressing a high catalyst activity of optically active titanium salan complex of formulae (1) and (1′)and the substituent that is useful therefor and the position of the substituent are identified, and it is found that optically active epoxy compounds can be produced with a high enantioselectivity and a high chemical yield compared with a case where the prior optically active titanium salan complex is used. The production method comprises subjecting a prochiral compound (formula (4), (5) or (6)) having carbon-carbon double bond in the molecule to asymmetric epoxidation to produce an optically active epoxy compound (formula (7), (8) or (9)). The present invention relates also to a complex used for the production method and a production method of the complex.

REFERENCES:
patent: WO 2006/087874 (2006-08-01), None
Matsumoto et al., Synlett, 2006, (20), 3545-3547, Aug. 12, 2006.
Katsuki et al.; “The First Practical Method for Asymmetric Epoxidation;”J. Am.Chem. Soc.; 1980; pp. 5974-5976; 102; American Chemical Society.
Jacobsen et al.; “Comprehensive Asymmetric Catalysis;” 1999; pp. 649-677; vol. II; 21; Springer; Germany.
Katsuki, T. (Edited by Jon A. McCleverty, Thomas J. Meyer); “Comprehensive Coordination Chemistry II;” 2003; pp. 207-264; vol. 9; Elsevier Ltd.; Oxford, United Kingdom.
Shu et al.; “An efficient ketone-catalyzed asymmetric epoxidation using hydrogen peroxide (H2O2) as primary oxidant;”Tetrahedron; 2001; pp. 5213-5218; vol. 57; Elsevier Science Ltd.
Colonna et al.; “Highly enantioselective epoxidation by means of polyaminoacids in a triphase system: Influence of structural Variations within the catalysts;”Tetrahedron; 1983; pp. 1635-1641; vol. 39; No. 9; Pergamon Press Ltd.
Matsumoto et al.; “Construction of Pseudo-Heterochiral and Homochiral Di-μ-oxotitanium (Schiff base) Dimers and Enantioselective Epoxidation Using Aqueous Hydrogen Peroxide;”Agnewandte Chemie Int. Ed.; 2005; pp. 4935-4939; vol. 44; Wiley-VCH Verlag GmbH & Co. KgaA, Weinheim.
Sawada et al.; “Titanium-Salan-Catalyzed Asymmetric Epoxidation with Aqueous Hydrogen Peroxide as the Oxidant;”Agnewandte Chemie Int. Ed.; 2006; pp. 3478-3480; vol. 45; Wiley-VCH Verlag GmbH & Co. KgaA, Weinheim.

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