Patent ID: 7351831

Claim:
A process for an asymmetric intramolecular [3+2] cycloaddition reaction of a hydrazone which comprises reacting a hydrazone derivative represented by the following formula (III): wherein R 1 , R 2 , R 3 , R 4 and R 5 are each identical or different and denote a hydrogen atom or a hydrocarbon group which may have a substituent or a hetero atom, R 1 and R 2 , R 3 and R 4 may be linked to form a ring by a hydrocarbon chain which may have a substituent or a hydrocarbon chain which has a hetero atom, and X denotes a hetero atom or a hydrocarbon chain which may have a substituent or a hetero atom, in the presence of an asymmetric catalyst system obtained by mixing a zirconium alkoxide represented by the following formula (I): Zr(OR) 4 (I) wherein R is a hydrocarbon group which may have a substituent with a binaphthol derivative represented by the following formula (II): and wherein Y 1 and Y 2 are each identical or different and denote a hydrogen atom or a halogen atom, and at least one of Y 1 and Y 2 denotes a halogen atom, to produce a cycloaddition reaction product.