Palladium-Catalyzed Hydroalkylation of Alkoxyallenes Using Monofluorinated Nucleophiles

Ling Liao, Zhi Peng Zhao, Bo Ning Gu, Jin Sheng Yu*, Jian Zhou

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

4 Scopus citations

Abstract

A branch-selective hydroalkylation of alkoxyallenes with monofluorinated nucleophiles was developed using palladium catalysis, allowing construction of valuable ?-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.

Original languageEnglish
Pages (from-to)3090-3103
Number of pages14
JournalSynthesis (Germany)
Volume55
Issue number19
DOIs
StatePublished - 9 Apr 2023

Keywords

  • alkoxyallenes
  • branch-selectivity
  • fluorine
  • hydrofluoroalkylation
  • palladium catalysis

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