Axially chiral guanidine as highly active and enantioselective catalyst for electrophilic amination of unsymmetrically substituted 1,3-dicarbonyl compounds

Masahiro Terada, Megumi Nakano, Hitoshi Ube

Research output: Contribution to journalArticlepeer-review

210 Citations (Scopus)

Abstract

A newly designed axially chiral guanidine is found to function as an effective platform for asymmetric induction at the α-carbon of unsymmetrically substituted 1,3-dicarbonyl compounds. Highly efficient and enantioselective electrophilic amination of various 1,3-dicarbonyl compounds with azodicarboxylate was successfully achieved using the present chiral guanidine catalyst, which provides efficient access to the construction of nitrogen-substituted quaternary stereocenters in an optically active form.

Original languageEnglish
Pages (from-to)16044-16045
Number of pages2
JournalJournal of the American Chemical Society
Volume128
Issue number50
DOIs
Publication statusPublished - 2006 Dec 20

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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