Design and Synthesis of WJ-Phos, and Application in Cu-Catalyzed Enantioselective Boroacylation of 1,1-Disubstituted Allenes

  • Jie Han
  • , Wei Zhou
  • , Pei Chao Zhang
  • , Huamin Wang
  • , Ronghua Zhang
  • , Hai Hong Wu
  • , Junliang Zhang*
  • *Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

76 Scopus citations

Abstract

The highly enantioselective copper-catalyzed three-component boroacylation of 1,1-disubstituted allenes is reported by using a class of chiral ligands (WJ-Phos), delivering various functionalized organoboron compounds bearing an all-carbon stereocenter in moderate to good yields with high enantioselectivities. WJ-Phos is a ferrocene-derived chiral sulfinamide phosphine ligand and can be easily synthesized in gram-scale from readily available starting materials in short steps. The salient features of this reaction include moderate to good yields, high enantioselectivities, gram-scale synthesis, diverse synthetic transformations, and the development of a new chiral ligand.

Original languageEnglish
Pages (from-to)6890-6895
Number of pages6
JournalACS Catalysis
Volume9
Issue number8
DOIs
StatePublished - 2 Aug 2019

Keywords

  • allenes
  • boroacylation
  • copper
  • enantioselectivity
  • quaternary stereocenter

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