Abstract

A new strategy for the synthesis of α-hydrory ketones by samarium(II) iodide-mediated three-component coupling of organic halides, an isocyanide, and carbonyl compounds is disclosed. An (α-iminoalkyl)samarium(III) species is generated in situ by treatment of an organic halide with 2 equiv of samarium(II) iodide in the presence of 2,6-xylyl isocyanide. Subsequent treatment of the mixture with a carbonyl compound affords α-hydroxy imines, which are converted by acid-catalyzed hydrolysis to the corresponding α-hydroxy ketones

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