Novel chiral copper complex and asymmetric synthesis of cyclopropanecarboxylate derivatives using said complex as catalyst

摘要

A chiral copper complex is produced by the reaction of a chiral copper complex of the formula (1):wherein R, is (a) alkyl group, or (b) aralkyl group; R₂ is (a) 2-alkoxyphenyl group, or (b) 1-alkoxy-5-alkylphenyl group; eitherone of X₁ and X₂ is (a) hydrogen atom, (b) halogen atom, (c) alkyl group, (d) alkoxy group, or (e) nitro group, or adjacent X, and X₂ together form a benzo group, with a mono- substituted hydrazine of the formula (2):wherein R₃ is (a) aryl group, (b) aralkyl group, of (c) alkyl group.;The chiral complex is useful as a catalyst for the reaction of an alkyl diazoacetate of the formula (3)wherein R is an alkyl group, with a prochiral olefin of the formula (4):wherein each one one A, B, P and Q is selected from the group consisting of (a) hydrogen atom, (b) alkyl groups, (c) aralkyl group, (d) aryl groups, (e) alkenyl groups, (f) alkyl groups containing halogen atom(s), and (g) alkenyl groups containing halogen atom(s),;to form optically-active alkyl cyclopropane carboxylates which are important intermediates in the production of pharmaceuticals and agrochemicals.