Enantioselective α-arylation of aldehydes via the productive merger of iodonium salts and organocatalysis

Anna E. Allen, David W.C. MacMillan

Research output: Contribution to journalArticle

222 Scopus citations

Abstract

The enantioselective α-arylation of aldehydes has been accomplished using diaryliodonium salts and a combination of copper and organic catalysts. These mild catalytic conditions provide a new strategy for the enantioselective construction and retention of enolizable α-formyl benzylic stereocenters, a valuable synthon for the production of medicinal agents. As one example, this new asymmetric protocol has been applied to the rapid synthesis of (S)-ketoprofen, a commercially successful oral and topical analgesic.

Original languageEnglish (US)
Pages (from-to)4260-4263
Number of pages4
JournalJournal of the American Chemical Society
Volume133
Issue number12
DOIs
StatePublished - Mar 30 2011

All Science Journal Classification (ASJC) codes

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

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