Patent ID: 6596898
Filing Date: 2003-07-22
Classification: C07C

Abstract:
A process for preferentially preparing an optically active compound represented by the following general formula (I): wherein:the stereochemical configuration at 1-position is S-configuration; X represents chlorine atom, bromine atom, or iodine atom; R represents a C1-10 alkyloxy group which may have one or more halogen atoms or C1-10 alkyloxy groups; an aralkyloxy group constituted by an aryl group which may have a substituent(s) and a C1-10 alkyloxy group; an aryloxy group having one or more aryl groups which may be substituted; a C1-10 alkylthio group which may have one or more halogen atoms; an aralkylthio group constituted by an aryl group which may have a substituent(s) and a C1-10 alkylthio group; amino group; or a substituted amino group which has one or more substituents selected from the group consisting of a C1-10 alkyl group, an aryl group which may be substituted, an aralkyl group constituted by an aryl group which have a substituent(s) and a C1-10 alkyl group, and an acyl group; provided that substituents of the substituted aryl groups are selected from the group consisting of a halogen atom, a C1-10 alkyl group, a C1-10 halogenoalkyl group, a C1-10 alkyloxy group, a carbamoyl group which may be substituted, hydroxyl group, nitro group, cyano group, and an amino group which may be substituted; which process comprises reacting a compound represented by the formula: N2CHCOR wherein R is the same as that defined above with a compound represented by the formula: CH2&boxH;CXF wherein X is the same as that defined above in the presence of a catalyst obtainable from a copper source, and at least one chiral ligand selected from the group consisting of an oxazoline-type ligand of the formula: â€ƒwherein R1 represents a lower alkyl group having 1 to 5 carbon atoms or phenyl group which may be substituted, and the stereochemistry of each asymmetric carbon bound by R1 is S-configuration and R2 represents hydrogen atom or methyl group, and a diamine-type ligand of the formula: â€ƒwherein R3 represents benzyl group, 2,4,6-trimethyiphenylmethyl group, or diphenylmethyl group, and the stereochemistry of each asymmetric carbon atom bound by the phenyl group is R-configuration.