Kinetic Resolution of 2‐Substituted 1,2‐Dihydroquinolines by Rhodium‐Catalyzed Asymmetric Hydroarylation

Baohua Cai, Qingjing Yang, Ling Meng, Jun (Joelle) Wang

Research output: Contribution to journalArticlepeer-review

Abstract

A highly efficient kinetic resolution of racemic 2-substituted 1,2-dihydroquinolines via Rh-catalyzed asymmetric hydroarylation has been described for the first time. A variety of arylboronic acids coupled with 2-substituted 1,2-dihydroquinolines under mild reaction condition. The transformations into the enantio-enriched 2,3-diaryl-tetrahydroquinolines as well as the recovered chiral 2-aryl-dihydroquinolines were obtained with high yields and excellent enantioselectivities (86%—99% ee, s factor up to 1057).

Original languageEnglish
Pages (from-to)1606-1610
Number of pages5
JournalChinese Journal of Chemistry
Volume39
Issue number6
Early online date14 Feb 2021
DOIs
Publication statusPublished - Jun 2021

Scopus Subject Areas

  • Chemistry(all)

User-Defined Keywords

  • Asymmetric catalysis
  • Hydroarylation
  • Kinetic resolution
  • Tetrahydroquinoline
  • Transition metal

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