Asymmetric Synthesis of Chiral Chromanes by Copper‐Catalyzed Hydroamination of 2 H ‐Chromenes

Qingjing Yang, Sifeng Li, Jun (Joelle) Wang*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

15 Citations (Scopus)

Abstract

Hydroamination of Chromenes: A copper-catalyzed asymmetric hydroamination of 2H-chromenes employing hydrosilanes and hydroxylamine esters has been developed under mild reaction conditions. This strategy provides a straightforward approach to important chiral 4-aminochromanes and will widen the discovery of their unique bioactivity in medicinal chemistry.

A copper/(R)-DTBM-SEGPHOS-catalyzed enantioselective hydroamination of 2H-chromenes employing hydrosilanes and hydroxylamine esters has been developed. This protocol offers a highly efficient and direct route for accessing a series of 4-aminochromanes in 50–88 % yields with 59–99 % enantioselectivities under mild reaction conditions.

Original languageEnglish
Pages (from-to)3202-3206
Number of pages5
JournalChemCatChem
Volume12
Issue number12
Early online date8 Apr 2020
DOIs
Publication statusPublished - 18 Jun 2020

User-Defined Keywords

  • Chromane
  • hydroamination
  • 2H-chromene
  • copper
  • asymmetric catalysis

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