ol8b01482_si_001.pdf (7.79 MB)
Download fileN‑Heterocyclic Carbene-Catalyzed Synthesis of α‑Trifluoromethyl Esters
journal contribution
posted on 2018-06-13, 16:11 authored by Fabien Gelat, Atanu Patra, Xavier Pannecoucke, Akkattu T. Biju, Thomas Poisson, Tatiana BessetThe 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.