Enantioselective processes to insecticidal 3-aryl-3-trifluoromethyl-substituted pyrrolidines

The present invention relates to processes for the enantioselective 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), formu...

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Bibliographic Details
Main Authors CASSAYRE JEROME YVES, SMEJKAL TOMAS, ELQACEMI MYRIEM, SMITS HELMARS, WENDEBORN SEBASTIAN VOLKER, BERTHON GUILLAUME
Format Patent
LanguageEnglish
Published 04.11.2015
Subjects
ACYCLIC OR CARBOCYCLIC COMPOUNDS
CHEMISTRY
HETEROCYCLIC COMPOUNDS
METALLURGY
ORGANIC CHEMISTRY
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Summary:The present invention relates to processes for the enantioselective 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).
Bibliography:Application Number: CN201510313408