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Title:
METHOD FOR PRODUCING OPTICALLY ACTIVE CYCLOPROPANECARBOXYLATE COMPOUND
Document Type and Number:
WIPO Patent Application WO/2006/004178
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): N2 CHCO2 R10 (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 boron compound represented by the following formula (2): (wherein A represents a trityl group or the like, X represents a fluorine atom or the like, and n represents an integer of 1-5).

Inventors:
ITAGAKI MAKOTO (JP)
Application Number:
PCT/JP2005/012530
Publication Date:
January 12, 2006
Filing Date:
June 30, 2005
Export Citation:
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Assignee:
SUMITOMO CHEMICAL CO (JP)
ITAGAKI MAKOTO (JP)
International Classes:
C07C67/347; C07C69/757; C07F5/02; C07M7/00; (IPC1-7): C07F5/02; C07C67/347; C07C69/757; C07D263/14; C07B61:00; C07F1:08; C07M7:00
Foreign References:
JP2003012675A2003-01-15
Other References:
DIAZ-REQUEJO M. ET AL.: "Kinetics of the BpCu-Catalyzed Carbene Transfer Reaction. (Bp=Dihydridobis(1-pyrazolyl) borate).Is a 14-Electron Species the Real Catalyst for the General Copper-Mediated Olefin Cyclopropanation?", ORGANOMETALLICS, vol. 18, no. 14, 1999, pages 2601 - 2609, XP002992017
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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