[EN] ENANTIONSELECTIVE PROCESSES TO INSECTICIDAL 3-ARYL-3-TRIFLUOROMETHYL-SUBSTITUTED PYRROLIDINES<br/>[FR] PROCÉDÉS ÉNANTIOSÉLECTIFS POUR DES INSECTICIDES DE PYRROLIDINES 3-ARYL-3-TRIFLUOROMÉTHYL-SUBSTITUÉES
申请人:SYNGENTA PARTICIPATIONS AG
公开号:WO2013050301A1
公开(公告)日:2013-04-11
The present invention relates to processes for the enantio-selective preparation of spyrrolidine derivatives useful in the manufacture of pesticidally active compounds, as well as to intermedates in the processes. The processes include those comprising (a-i) reacting a compound of formula (Ia), formula (Ia), wherein P is alkyl, aryl or heteroaryl, each optionally substituted, wherein the heteroaryl is connected at P via a ring carbon atom; R1 is chlorodifluoromethyl or trifluoromethyl; R2 is aryl or heteroaryl, each optionally substituted; with a source of cyanide in the presence a chiral catalyst to give a compound of formula IIa, formula (IIa), wherein P, R1 and R2 are as defined for the compound of formula (Ia); and (a-ii) oxidising the compound of formula IIa with a peroxy acid, or peroxide in the presence of an acid to give a compound of formula (VI), formula (VI), wherein R1 and R2 are as defined for the compound of formula (Ia).
本发明涉及用于对手性选择性地制备在制造具有杀虫活性化合物中有用的吡咯烷衍生物的过程,以及在这些过程中的中间体。这些过程包括以下步骤:(a-i)将式(Ia)的化合物与氰化物源在手性催化剂存在下反应,其中式(Ia)中,P为烷基、芳基或杂芳基,每个都可以选择性地取代,其中杂芳基通过一个环碳原子连接到P;R1为氯二氟甲基或三氟甲基;R2为芳基或杂芳基,每个都可以选择性地取代,以得到式(IIa)的化合物,其中P、R1和R2如式(Ia)的化合物所定义;(a-ii)将式IIa的化合物与过氧酸或过氧化物在酸存在下氧化,以得到式(VI)的化合物,其中R1和R2如式(Ia)的化合物所定义。