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Enantioenriched Quaternary α-Pentafluoroethyl Derivatives of Alkyl 1-Indanone-2-Carboxylates

preprint
submitted on 09.04.2020 and posted on 10.04.2020 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.

Funding

Spain’s MICINN (RTI2018-097853-B-I00) and MEC (CTQ2016-81797-REDC, RED2018-102387-T). Funding from DURSI-Generalitat de Catalunya (2017-SGR465).

History

Email Address of Submitting Author

adelina.vallribera@uab.es

Institution

Universitat Autònoma de Barcelona

Country

Spain

ORCID For Submitting Author

0000-0002-6452-4589

Declaration of Conflict of Interest

No conflict of interest

Version Notes

Actually in revision

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