Optically active bisoxazoline compounds represented by the general formula (1), a process for producing the compounds, and a process for producing cyclopropanecarboxylic esters by using the same: wherein R1 and R2 are the same and each represents C1-6 alkyl, substituted or unsubstituted aralkyl,
Optically active bisoxazoline compounds represented by the general formula (1), a process for producing the compounds, and a process for producing cyclopropanecarboxylic esters by using the same: wherein R1 and R2 are the same and each represents C1-6 alkyl, substituted or unsubstituted aralkyl, or substituted or unsubstituted phenyl or R1 and R2 are bonded each other together with the carbon atom of oxazoline ring to which they are bonded to form a ring; R3 is substituted or unsubstituted naphthyl; R4 and R5 are the same and each represent hydrogen or C1-6 alkyl, or R4 and R5 are bonded each other together with the carbon atom to which they are bonded to form a cycloalkyl ring having 3 to 6 carbon atoms; and * represents an asymmetric center.
대표청구항▼
The invention claimed is: 1. A process for producing an optically active cyclopropane compound represented by the formula (7): wherein R6, R7, R8, and R9 are the same or different, and independently represent a hydrogen atom, an alkyl group optionally substituted with a halogen atom, an alkenyl
The invention claimed is: 1. A process for producing an optically active cyclopropane compound represented by the formula (7): wherein R6, R7, R8, and R9 are the same or different, and independently represent a hydrogen atom, an alkyl group optionally substituted with a halogen atom, an alkenyl group optionally substituted with a halogen atom, a substituted or unsubstituted aryl or aralkyl group; provided that, when R6 and R8 are the same, R6 and R7 are different from each other; and R10 represents a C1-6 alkyl group, which comprises reacting a prochiral olefin represented by the formula (5): wherein R6, R7, R8, and R9 are as described above, with a diazoacetic acid ester represented by the formula (6): description="In-line Formulae" end="lead"N2CHCO2R10 (6)description="In-line Formulae" end="tail" wherein R10 is as defined above: in the presence of the asymmetric copper complex, which is (I) an asymmetric copper complex produced from a copper compound and the optically active bisoxazoline compound represented by the formula (1): wherein R1 and R2 are the same, and each represents a C1-6 alkyl group; R3 represents a 1-naphthyl group or a 2-naphthyl group; R4 and R5 are the same and each represents a hydrogen atom or a C1-3 alkyl group, or R4 and R5 are bonded each other together with the carbon atom to which they are bonded to form a cycloalkyl ring having 3 to 6 carbon atoms; and * represents an asymmetric center, or (II) an asymmetric copper complex produced from a copper compound and the optically active bisoxazoline compound represented by the formula (1): wherein R1 and R2 are the same, and each represents a C1-6 alkyl group; R3 represents a 1-naphthyl group or a 2-naphthyl group; R4 and R5 are the same and each represents a hydrogen atom or a C1-3 alkyl group, or R4 and R5 are bonded each other together with the carbon atom to which they are bonded to form a cycloalkyl ring having 3 to 6 carbon atoms; and * represents an asymmetric center, wherein the configurations of two asymmetric carbon atoms represented by * are both (S), or (R).
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이 특허에 인용된 특허 (2)
Yamamoto, Michio; Suzukamo, Gohfu; Itagaki, Makoto, Asymmetric copper complex and cyclopropanation reaction using the same.
Carloni, Silvia; Borzatta, Valerio; Moroni, Leni; Tanzi, Giada; Sartori, Giovanni; Maggi, Raimondo, Catalysts based on metal complexes for the synthesis of optically active chrysanthemic acid.
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