Enantioselective organocatalytic reductive amination

R. Ian Storer, Diane E. Carrera, Yike Ni, David W.C. MacMillan

Research output: Contribution to journalArticlepeer-review

593 Scopus citations

Abstract

The first enantioselective organocatalytic reductive amination reaction has been accomplished. The development of a new chiral phosphoric acid catalyst has provided a convenient strategy for the enantioselective construction of protected primary amines and provided a highly stereoselective method for the reductive amination of heterocyclic amines. A diverse spectrum of ketone and amine substrates can be accommodated in high yield and excellent enantioselectivity. This new protocol realizes a key benefit of reductive amination versus imine reduction, in that ketimines derived from alkyl-alkyl ketones are unstable to isolation, a fundamental limitation that is comprehensively bypassed using this direct organocatalytic reductive amination.

Original languageEnglish (US)
Pages (from-to)84-86
Number of pages3
JournalJournal of the American Chemical Society
Volume128
Issue number1
DOIs
StatePublished - Jan 11 2006

All Science Journal Classification (ASJC) codes

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

Fingerprint Dive into the research topics of 'Enantioselective organocatalytic reductive amination'. Together they form a unique fingerprint.

Cite this