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Enantioenriched Quaternary α-Pentafluoroethyl Derivatives of Alkyl 1-Indanone-2-Carboxylates
preprintsubmitted on 09.04.2020, 09:46 and posted on 10.04.2020, 07:16 by Albert Granados, Anna Balleteros, Adelina Vallribera
An electrophilic enantioselective catalytic method for the a-pentafluoroethylation of alkyl 1-indanone-2-carboxylates is described. Under the use of La(OTf)3 in combination with (S,R)-indanyl-pybox ligand good results in terms of yield and enantioselectivities were achieved (up to 89% ee). The reaction proceeds under mild conditions leading to the formation of enantioenriched quaternary centers. This methodology uses an hypervalent iodine(III)-CF2CF3 reagent and mechanistic investigations are consistent with the involvement of a radical pathway.