Department of Chemistry and Centro de Innovación en Quı́mica Avanzada (ORFEO-CINQA), Universitat Autònoma de Barcelona, Cerdanyola del Vallès, 08193 Barcelona, Spain.
J Org Chem. 2020 Aug 21;85(16):10378-10387. doi: 10.1021/acs.joc.0c00210. Epub 2020 Aug 5.
An electrophilic enantioselective catalytic method for the α-pentafluoroethylation of 3-oxoesters is described. Under the use of La(OTf) in combination with a ()-indanyl- ligand, good results in terms of yield and enantioselectivities were achieved (up to 89% ). The reaction proceeds under mild conditions, leading to the formation of enantioenriched quaternary centers. This methodology uses an hypervalent iodine(III)-CFCF reagent, and mechanistic investigations are consistent with the involvement of a radical pathway.
描述了一种用于 3-氧代酯的α-五氟乙基化的亲电对映选择性催化方法。在 La(OTf)与 ()-吲哚基配体的组合使用下，获得了高产率和对映选择性的良好结果（高达 89%）。反应在温和条件下进行，导致形成手性富集的季碳原子。该方法使用高价碘(III)-CFCF 试剂，并且机理研究与自由基途径的参与一致。
