Litcius/Paper detail

Direct Pd-Catalyzed β-C(sp<sup>3</sup>)–H Hydroxylation of Aliphatic Carboxylic Acids

Sourjya Mal, Tianxiao Xu, Manuel van Gemmeren

2025Organic Letters6 citationsDOIOpen Access PDF

Abstract

High Resolution Image Download MS PowerPoint Slide β-Hydroxy carbonyl scaffolds are of paramount importance due to their presence in a variety of natural products and bioactive molecules. In this study, we present a direct palladium-catalyzed β-C(sp 3 )–H hydroxylation of aliphatic carboxylic acids. The reported method employs convenient and readily available TBHP as an oxidant and provides an efficient, one-step route to a diverse range of β-hydroxy acids. Key aspects include the compatibility of this method with challenging α-non-quaternary carboxylic acids as substrates and excellent functional group tolerance. This newly developed method is expected to prove useful for generating compound libraries relevant to multiple disciplines.

Topics & Concepts

ChemistryHydroxylationCatalysisCarboxylic acidMedicinal chemistryOrganic chemistryStereochemistryEnzymeCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and CatalysisOxidative Organic Chemistry Reactions