Highly Versatile β‑C(sp3)–H Iodination of Ketones Using a Practical Auxiliary

The first example of palladium­(II)-catalyzed β-C­(sp3)–H iodination of a wide range of ketones using a commercially available aminooxyacetic acid auxiliary has been achieved. This L, X-type directing group overcomes the limitations of the transient directing group approach for C­(sp3)–H functionalization of ketones. Practical advantages of this method include simple installation of the auxiliary without chromatography, exceptional tolerance of α-functional groups, as well as alkenes and alkynes, and rapid access to diverse sterically hindered quaternary centers.