PRODUCTION OF 2,3-DISUBSTITUTED-4-SUBSTITUTED CYCLOPENTANONE COMPOUND

Japanese Patent JP2637339

B2

PURPOSE: To safely obtain a compound in high yield using, as solvent, N-methyl-2- pyrrolidone harmless to human health, through such a three-component continuous process as conjugate addition reaction between a 4-substituted-2-cyclopentenone compound and an organocopper or organozinc compound followed by reaction of a β,γ-unsaturated compound.
CONSTITUTION: A 4-substituted-2-cyclopentenone compound of formula I (R2 is trihydrocarbonsilyl or 1-alkoxy-substituted alkyl), an enantiomer thereof, or a mixture thereof is first made to react, in the form of conjugate addition reaction, with an organocopper compound or organozinc compound. Second, using as solvent N-methyl-2- pyrrolidone, the resulting product is made to react with a β,γ-unsaturated compound of formula XCH2-Z-R6 (X is halogen pr tosyl; Z IS ethylene, vinylene, etc.; R6 is H or trimethylsilyl) in the presence of a hydrocarbontin compound of formula R3SnY (R is cycloalkyl, etc. Y is halogen, etc.), thus obtaining the compound of formula II (R3 is trihydrocarbonsilyl, etc.; R4 is H or methyl; R5 is alkyl, etc.; n is 0 or 1). The organocopper compound or organozinc compound can be obtained by reaction of a compound of formula III with a compound of formula CuQ (Q is halogen, etc.) or a compound of formula P12Zn (R1 is hydrocarbon), respectively.

WO/1998/052914	LEUKOTRIENE B�4? DERIVATIVES, IN PARTICULAR 7-METHYLCYCLOHEXYL-LTB�4? ANTAGONISTS
JPS5810560	9-DEOXY-9-METHYLENE-6-KETO-PGE TYPE COMPOUND

KOGA MASAHIRO
KAGEYAMA HARUO
FUJII TAKAO

JP24653292A

August 06, 1997

September 16, 1992

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TEIJIN KK

C07C405/00; C07F7/18; (IPC1-7): C07C405/00; C07F7/18

Maeda Junhiro

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