The importance of iminium geometry control in enamine catalysis: Identification of a new catalyst architecture for aldehyde-aldehyde couplings

Ian K. Mangion, Alan B. Northrup, David W.C. MacMillan

Research output: Contribution to journalArticle

136 Scopus citations

Abstract

Central to the design of a new organocatalyst system for aldehyde-aldehyde aldol reactions is the necessity of iminium geometry control during the enamine addition step (see scheme). Significant structural variation in both the aldol donor and aldol acceptor are possible while maintaining high reaction efficiency and enantioselectivity. TFA=trifluoroacetic acid.

Original languageEnglish (US)
Pages (from-to)6722-6724
Number of pages3
JournalAngewandte Chemie - International Edition
Volume43
Issue number48
DOIs
StatePublished - Dec 10 2004

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)

Keywords

  • Aldehydes
  • Aldol reaction
  • Nitrogen heterocycles
  • Organocatalysis
  • Synthetic methods

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