Asymmetric catalysis: Resin-bound hydroxyprolylthreonine derivatives in enamine-mediated reactions

Richard D. Carpenter, James C. Fettinger, Kit Lam, Mark J. Kurth

Research output: Contribution to journalArticle

43 Scopus citations

Abstract

Control of stereochemistry is achieved using two TentaGel-bound di-tert-butoxyprotected hydroxyprolyl-threonine catalysts (see picture, sphere represents TentaGel). These catalysts mediate asymmetric tandem enamine/Michael reactions with high enantioselectivity and complete diastereoselectivity; the choice of catalyst depends on the desired absolute configuration. (Chemical Equation Presented).

Original languageEnglish (US)
Pages (from-to)6407-6410
Number of pages4
JournalAngewandte Chemie - International Edition
Volume47
Issue number34
DOIs
StatePublished - Aug 11 2008

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Keywords

  • Asymmetric catalysis
  • Heterocycles
  • Heterogeneous catalysis
  • Solid-phase synthesis
  • Stereoselectivity

ASJC Scopus subject areas

  • Chemistry(all)
  • Catalysis
  • Medicine(all)

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