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Title:
ASYMMETRIC UREA COMPOUND AND PROCESS FOR PRODUING ASYMMETRIC COMPOUND BY ASYMMETRIC CONJUGATE ADDITION REACTION WITH THE SAME AS CATALYST
Document Type and Number:
WIPO Patent Application WO2005000803
Kind Code:
A3
Abstract:
A process for producing an asymmetric compound (IV), characterized by causing a compound (II) to add a nucleophilic reagent (III) through conjugate addition in the presence of an asymmetric urea compound (I). Also provided is a nonmetallic asymmetric catalyst capable of realizing asymmetric conjugate addition reaction which attain high yield and are highly stereoselective. The process is an advantageous process for producing an asymmetric compound by an asymmetric conjugate addition reaction in which the catalyst is used. [In the formulae, X represents oxygen or sulfur; C*, C**, and C*** each indicates asymmetric carbon; R<1>, R<2>, R<4>, R<5>, R<8>, R<9>, and R<10> each represents optionally substituted lower alkyl, etc., provided that, for example, R<4> and R<5> may be bonded to each other to form an optionally substituted homocycle, etc.; R<3> represents optionally substituted aryl, etc.; R<6> and R<7> each represents hydrogen, etc.; Nu represents -CR<16>(COR<17>)(COR<18>) (wherein R<16>, R<17>, and R<18> each represents optionally substituted lower alkyl, etc.), etc.; and EWG represents an electron-withdrawing group.]

Inventors:
TAKEMOTO YOSHIJI (JP)
Application Number:
JP2004009350W
Publication Date:
March 03, 2005
Filing Date:
June 25, 2004
Export Citation:
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Assignee:
SUMITOMO CHEMICAL CO (JP)
TAKEMOTO YOSHIJI (JP)
International Classes:
C07C201/12; C07C205/51; C07C205/53; C07C205/55; C07C231/10; C07C235/78; C07C269/06; C07C275/30; C07C335/16; C07C335/18; C07D209/08; C07D209/56; C07C271/22; C07D; (IPC1-7): C07C275/30; C07C201/12; C07C205/53; C07C231/10; C07C235/78; C07C335/16; C07D209/56
Domestic Patent References:
WO2003045937A12003-06-05
Other References:
TAKEMOTO Y. ET AL.: "Enantioselective michel reaction of malonates to nitroolefines catalyzed by bifunctional organocatalysts", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 125, no. 42, 2003, pages 12672 - 12673, XP002983478
TOMMASINO M.L. ET AL.: "Asymmetric hydrogenation of enamides with catalysts containing chiral thiourea ligands", TETRAHEDRON ASYMETRY, vol. 11, no. 24, 2000, pages 4835 - 4841, XP002983479
See also references of EP 1640361A4
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