METHOD FOR PRODUCING OPTICALLY ACTIVE CYCLOPROPANECARBOXYLATE COMPOUND

Title:

METHOD FOR PRODUCING OPTICALLY ACTIVE CYCLOPROPANECARBOXYLATE COMPOUND

Document Type and Number:

WIPO Patent Application WO/2006/004180

Kind Code:

A1

Abstract:

A method for producing an optically active cyclopropanecarboxylate compound represented by the following formula (5): (wherein R⁶, R⁷, R⁸, R⁹ and R¹⁰ are as defined below) is disclosed which is characterized by reacting an olefin represented by the following formula (3): (wherein R⁶, R⁷, R⁸ and R⁹ respectively represent an alkyl group having 1-6 carbon atoms or the like) and a diazoacetate represented by the following formula (4): N²CHCO₂10 (4) (wherein R¹⁰ represents an alkyl group having 1-6 carbon atoms) in the presence of an asymmetric copper complex obtained by mixing (A) at least one monovalent or divalent copper compound, (B) at least one optically active bisoxazoline compound represented by the following formula (1): (wherein R¹ and R² respectively represent an alkyl group having 1-6 carbon atoms or the like, R³ represents a tert-butyl group or the like, and R⁴ and R⁵ are the same and respectively represent an alkyl group having 1-3 carbon atoms or the like), and (C) at least one fluorine compound represented by the following formula (2): A--MF⁶ (2) (wherein A represents a trityl group or the like, and M represents a phosphorus atom or the like).

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Inventors:

ITAGAKI MAKOTO (JP)
MINAMIDA RYO (JP)

Application Number:

PCT/JP2005/012533

Publication Date:

January 12, 2006

Filing Date:

June 30, 2005

Export Citation:

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Assignee:

SUMITOMO CHEMICAL CO (JP)
ITAGAKI MAKOTO (JP)
MINAMIDA RYO (JP)

International Classes:

C07C67/347; C07C69/757; C07D263/14; C07M7/00; (IPC1-7): C07C67/347; C07C69/757; C07D263/14; C07B61/00; C07F7:08; C07M7:00

Foreign References:

JP2003012675A

2003-01-15

Other References:

BERNARDI L. ET AL.: "Catalytic Asymmetric Mannich Reactions of Glycine Derivatives with Imines. A New Approach to Optically Active alpha, beta -Diamino Acid Derivatives.", THE JOURNAL OF ORGANIC CHEMISTRY., vol. 68, no. 7, 4 April 2003 (2003-04-04), pages 2583 - 2591, XP002992018
See also references of EP 1783111A4

Attorney, Agent or Firm:

Enomoto, Masayuki c/o Sumitomo Chemical (Intellectual Property Service Limited, 5-33, Kitahama 4-chome, Chuo-k, Osaka-shi Osaka 50, JP)

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