Asymmetric hydrogenation of quinoxalines with diphosphinite ligands: A practical synthesis of enantioenriched, substituted tetrahydroquinoxalines

Weijun Tang, Lijin Xu, Qing Hua Fan, Jun Wang, Baomin Fan, Zhongyuan Zhou, Kim Hung Lam, Albert S.C. Chan

Research output: Journal article publicationJournal articleAcademic researchpeer-review

122 Citations (Scopus)

Abstract

An easily accessible chiral lr/H8-binapo catalyst exhibits unprecedented reactivity and excellent enantioselectivity in the hydrogenation of quinoxalines at a high ratio of substrate to catalyst (from 100 to 20000). This new method provides a practical synthetic approach to give optically active chiral tetrahydroquinoxaline derivatives (see scheme; cod = l, 5-cyclooctadiene).

Original languageEnglish
Pages (from-to)9135-9138
Number of pages4
JournalAngewandte Chemie - International Edition
Volume48
Issue number48
DOIs
Publication statusPublished - 16 Nov 2009

Keywords

  • Asymmetric catalysis
  • Diphosphinite ligands
  • Hydrogenation
  • Tetrahydroquinoxalines

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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