Enantioselective Brønsted acid catalyzed transfer hydrogenation: Organocatalytic reduction of imines

Magnus Rueping*, Erli Sugiono, Cengiz Azap, Thomas Theissmann, Michael Bolte

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

420 Scopus citations

Abstract

(Chemical Equation Presented) The first enantioselective Brønsted acid catalyzed reduction of imines has been developed. This new organocatalytic transfer hydrogenation of ketimines with Hantzsch dihydropyridine as the hydrogen source offers a mild method to various chiral amines with high enantioselectivity. The stereochemistry of the chiral amines can be rationalized by a stereochemical model derived from an X-ray crystal structure of a chiral BINOL phosphate catalyst.

Original languageEnglish (US)
Pages (from-to)3781-3783
Number of pages3
JournalOrganic Letters
Volume7
Issue number17
DOIs
StatePublished - Aug 18 2005

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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