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Pd-Catalyzed Hydroalkylation of Alkoxyallenes Using Monofluorinated Nucleophiles

A branch-selective hydroalkylation of alkoxyallenes with monofluorinated nucleophiles is developed using palladium catalysis, allowing to construct valuable α-monofluoroalkylated allylic ethers. Notably, this represents the first catalytic hydrofluoroalkylation of alkoxyallenes. The… Click to show full abstract

A branch-selective hydroalkylation of alkoxyallenes with monofluorinated nucleophiles is developed using palladium catalysis, allowing to construct valuable α-monofluoroalkylated allylic ethers. Notably, this represents the first catalytic hydrofluoroalkylation of alkoxyallenes. The practicability of this method is highlighted by its broad substrate scope, and diversified product elaborations. Initial investigation of the asymmetric variant could afford chiral fluorine-containing allylic ethers with up to 68% ee

Keywords: catalyzed hydroalkylation; hydroalkylation alkoxyallenes; using monofluorinated; alkoxyallenes using; monofluorinated nucleophiles

Journal Title: Synthesis
Year Published: 2023

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