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

The first example of palladium(II)-catalyzed beta-C(sp(3))-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(sp(3))-H functionalization of ketones. Practical advantages of this method include simple installation of the auxiliary without chromatography, exceptional tolerance of a-functional groups, as well as alkenes and alkynes, and rapid access to diverse sterically hindered quaternary centers.