Development of the first Brønsted acid assisted enantioselective Brønsted acid catalyzed direct Mannich reaction

Magnus Rueping*, Erli Sugiono, Fenja R. Schoepke

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

82 Scopus citations

Abstract

We here describe the development of the first enantioselective Brønsted acid assisted chiral Brønsted acid catalyzed direct Mannich reaction of acetophenone with various aldimines. The reaction proceeds in the presence of a chiral and an achiral Brønsted acid which simultaneously activate the ketone and aldimine to give the corresponding P-amino ketones with good enantioselectivities and without the necessity of enolate preformation.

Original languageEnglish (US)
Pages (from-to)1441-1445
Number of pages5
JournalSynlett
Issue number9
DOIs
StatePublished - Jun 1 2007

Keywords

  • BINOL-phosphate
  • Broønsted acid
  • Cooperative catalysis
  • Mannich reaction
  • Organocatalysis

ASJC Scopus subject areas

  • Organic Chemistry

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