Catalytic asymmetric nitro-Mannich reactions with a Yb/K heterobimetallic catalyst

Tatsuya Nitabaru, Naoya Kumagai, Masakatsu Shibasaki

Research output: Contribution to journalArticlepeer-review

19 Citations (Scopus)

Abstract

A catalytic asymmetric nitro-Mannich (aza-Henry) reaction with rare earth metal/alkali metal heterobimetallic catalysts is described. A Yb/K heterobimetallic catalyst assembled by an amide-based ligand promoted the asymmetric nitro-Mannich reaction to afford enantioenriched anti-β- nitroamines in up to 86% ee. Facile reduction of the nitro functionality allowed for efficient access to optically active 1,2-diamines.

Original languageEnglish
Pages (from-to)1280-1290
Number of pages11
JournalMolecules
Volume15
Issue number3
DOIs
Publication statusPublished - 2010 Mar
Externally publishedYes

Keywords

  • Amidebased ligand
  • Asymmetric catalysis
  • Heterobimetallic
  • Nitro-Mannich
  • Ytterbium

ASJC Scopus subject areas

  • Analytical Chemistry
  • Chemistry (miscellaneous)
  • Molecular Medicine
  • Pharmaceutical Science
  • Drug Discovery
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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