Preparation of an optically active oxirane compound, useful as a fungicidal agent, comprises epoxidation of a phenyl compound using a chiral metal containing epoxidizing catalyst and an oxidizing agent

摘要

Preparation of an optically active oxirane compound (A) comprises epoxidation of a phenyl compound (A1) using a chiral metal containing epoxidizing catalyst and an oxidizing agent or an achiral metal containing epoxidizing catalyst and a chiral oxidizing agent. Preparation of an optically active oxirane compound (A) of formula (I), (Ib), (Ic) and/or (Id) comprises epoxidation of a phenyl compound (A1) of formula (IIa) or (IIb) using a chiral metal containing epoxidizing catalyst and an oxidizing agent or an achiral metal containing epoxidizing catalyst and a chiral oxidizing agent. R : CH2X, CHO, CH=NR1>, CH=NNR2>, COOH, COOR3>, CONR4>R5> or CN; Rs : CH2OH; X : OH, O-SO2R6> or halo; R1>H, OH, 1-8C alkyl or aryl; R2>H, 1-8C alkyl or aryl; R3>1-8C alkyl, 2-8C hydroxyalkyl or arylalkyl; either R4>, R5>H, 1-8C alkyl, 2-8C hydroxyalkyl, aryl or arylalkyl; or NR4>R5>5-6 membered optionally saturated ring with 1-3 heteroatom; and R6>1-8C (halo)alkyl or aryl. [Image] [Image] ACTIVITY : Fungicide. MECHANISM OF ACTION : None given.