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manuscript_Vallribera.pdf (818.25 kB)
Enantioenriched Quaternary α-Pentafluoroethyl Derivatives of Alkyl 1-Indanone-2-Carboxylates
Preprints are manuscripts made publicly available before they have been submitted for formal peer review and publication. They might contain new research findings or data. Preprints can be a draft or final version of an author's research but must not have been accepted for publication at the time of submission.
submitted on 09.04.2020 and posted on 10.04.2020by 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.