The Enediolate Chemistry of Free Carboxylic Acids

作者：Xin Wu, Yang Li, Haipeng Hu · 发表于：Chemistry - An Asian Journal · 年份：2022 · DOI：10.1002/asia.202201113 · 被引用次数：5 · 研究领域：Chemical Synthesis and Reactions、Catalytic Cross-Coupling Reactions、Radical Photochemical Reactions

The synthetic methodologies for the α-functionalization of free carboxylic acids through the enediolate intermediates are summarized in this review. In general, the enediolates could be generated in situ or transiently from free carboxylic acids with a stoichiometric or catalytic amount of protection reagents, including metal, boron, and silicon reagents. The in situ or transient generated enediolates were subsequently subjected to racemic or asymmetric reactions with various electrophiles, producing the α-functionalized free carboxylic acids in a single step. In addition, the enediolate could undergo an α-oxidation reaction with TEMPO through the radical process.