Copper-Catalyzed Oxy-aminomethylation of Diazo Compounds with N, O-Acetals

Organic Letters
Jianliang YuJiangtao Sun

Abstract

A novel oxy-aminomethylation reaction of diazo compounds has been developed, providing the α-hydroxy-β2-amino acid derivatives with quaternary carbon centers in moderate to excellent yields. Importantly, the readily available N, O-acetals have been employed as efficient bifunctionalization reagents to react with copper carbene intermediates, leading to the concurrent incorporation of an alkoxy and an iminium group into one molecule. Moreover, a water-involved three-component reaction occurs to deliver the free-hydroxy amino acid derivatives.

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Citations

Mar 19, 2020·Chemistry : a European Journal·Guillaume PisellaJérôme Waser

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