N-Heterocyclic Carbene-Catalyzed Synthesis of α-Trifluoromethyl Esters
Fabien Gelat1, Atanu Patra2, Xavier Pannecoucke1
1Normandie Univ., INSA Rouen , UNIROUEN, CNRS, COBRA (UMR 6014), 76000 Rouen , France.
Abstract:
The N-heterocyclic carbene (NHC)-catalyzed trifluoromethylation of α-chloro aldehydes was developed, allowing straightforward access to valuable α-trifluoromethyl ester derivatives. The unique combination of an electrophilic trifluoromethylation reagent with NHC catalysis was the key for the functionalization of a broad range of α-chloro aldehydes, and the products are formed in moderate to good yields. Investigations of the enantioselective version of this reaction afforded the enantioenriched products in moderate yields with good ee values.
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