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A sterically demanding unsymmetrical pentafluorophenyl‐triisopropylphenyl‐λ 3 ‐iodane was developed as an effective reagent for the electrophilic pentafluorophenylation of various β‐keto esters and a β‐keto amide. 17 examples of α‐pentafluorophenylated 1,3‐dicarbonyl compounds  3  having a quaternary carbon center are provided. The resulting compounds were nicely transformed into chiral α‐pentafluorophenyl ketones with an all‐carbon stereogenic center in high yields and high enantioselectivities using asymmetric organocatalysis (up to 98 %  ee ) or asymmetric metal catalysis (up to 82 %  ee ).

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Sterically Demanding Unsymmetrical Diaryl‐λ 3 ‐iodanes for Electrophilic Pentafluorophenylation and an Approach to α‐Pentafluorophenyl Carbonyl Compounds with an All‐Carbon Stereocenter