Enantioselective α-vinylation of aldehydes via the synergistic combination of copper and amine catalysis

Eduardas Skucas, David W.C. MacMillan

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153 Scopus citations

Abstract

The enantioselective α-vinylation of aldehydes using vinyl iodonium triflate salts has been accomplished via the synergistic combination of copper and chiral amine catalysis. These mild catalytic conditions provide a direct route for the enantioselective construction of enolizable α-formyl vinylic stereocenters without racemization or olefin transposition. These high-value coupling adducts are readily converted into a variety of useful olefin synthons.

Original languageEnglish (US)
Pages (from-to)9090-9093
Number of pages4
JournalJournal of the American Chemical Society
Volume134
Issue number22
DOIs
StatePublished - Jun 6 2012

All Science Journal Classification (ASJC) codes

  • General Chemistry
  • Biochemistry
  • Catalysis
  • Colloid and Surface Chemistry

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