The development of double axially chiral phosphoric acids and their catalytic transfer hydrogenation of quinolines

Qun Sheng Guo*, Da Ming Du, Jiaxi Xu

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

292 Citations (Scopus)

Abstract

(Chemical Equation Presented) Building a better scaffold: Low loadings (0.2-1 mol%) of new double axially chiral phosphoric acid catalysts 1 based on bisbinol scaffold were used for asymmetric transfer hydrogenation. 2-Aryl- and 2-alkyl-substituted quinolines gave tetrahydroquinolines in excellent yields and with up to 98% ee and 2,3-disubstituted tetrahydroquinolines were prepared in high diastereo- and enantioselectivities (up to > 20:1 and 92% ee).

Original languageEnglish
Pages (from-to)759-762
Number of pages4
JournalAngewandte Chemie - International Edition
Volume47
Issue number4
DOIs
Publication statusPublished - 2008
Externally publishedYes

Keywords

  • Asymmetric synthesis
  • Brønsted acid
  • Hydrogenation
  • Organocatalysis
  • Tetrahydroquinolines

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