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Publication Details:

Title: Pd (II)-Catalyzed Primary-C (sp3)–H Acyloxylation at Room Temperature

Author(s)Raja K Rit, M Ramu Yadav, Akhila K Sahoo : Org. Lett. 2012, 14, 14, 3724-3727
Journal NameOrganic Letters
journal image URLhttp://chemistry.uohyd.ac.in/~aks/wp-content/uploads/majjiorglettnew.png

More Details:


With the aid of a novel S-methyl-S-2-pyridyl-sulfoximine (MPyS) directing group (DG), the unactivated primary β-C(sp3)–H bond of MPyS-N-amides oxidizes at room temperature. The catalytic conditions are applicable to the diacetoxylation of primary β,β′-C(sp3)–H bonds, and the carboxylic acid solvent is pivotal in the formation of the C–O bond. The MPyS-DG cleaves from the oxidation products and is recovered. This method provides convenient access to α,α′-disubstituted-β-hydroxycarboxylic acids.

https://pubs.acs.org/doi/abs/10.1021/ol301579q