Patent ID: 7728177

Claim:
A method for producing optically active 3-methylcyclopentadecanone, the method comprising reacting 2-cyclopentadecen-1-one with a methylated organic metal in the presence of a copper catalyst, an enol anion scavenger and an optically active phosphoramidite represented by general formula (1): wherein R 1 and R 2 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms; R 3 represents a cycloalkyl group having 3 to 10 carbon atoms which may be substituted, or an aryl group which may be substituted; R 4 represents an alkyl group having 1 to 10 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms which may be substituted, an aryl group which may be substituted, or an aralkyl group which may be substituted; and A represents an optically active biaryldiyl group, to perform a reaction of 1,4-conjugate addition of a methyl group, thus to produce an optically active 3-methyl-1-cyclopentadecene derivative represented by general formula (2): wherein R represents an enol anion scavenger residue; * represents an asymmetric carbon atom; and the broken line in the formula represents that the compound is a cis-isomer, a trans-isomer, or a mixture thereof, and subsequently subjecting the derivative to solvolysis.