Angewandte Chemie - International Edition p. 7299 - 7303 (2019)
Update date:2022-08-04
Topics: Oxidation Aldehydes Copper(I)-Catalyzed Borylation Potassium acyltrifluoroborates
Taguchi, Jumpei
Takeuchi, Takumi
Takahashi, Rina
Masero, Fabio
Ito, Hajime
Potassium acyltrifluoroborates (KATs) were prepared through copper(I)-catalyzed borylation of aldehydes and subsequent oxidation. This synthetic route is characterized by the wide range of aldehydes accessible, favorable step economy, mild reaction conditions, and tolerance of various functional groups, and it enables the facile generation of a range of KATs, for example, bearing halide, sulfide, acetal, or ester moieties. Moreover, this method was applied to the three-step synthesis of various α-amino acid analogues that bear a KAT moiety on the C-terminus by using naturally occurring amino acids as the starting material.
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