Catalytic cross-coupling of alkylzinc halides with α-chloroketones

Chrysa F. Malosh, Joseph M. Ready

Research output: Contribution to journalArticle

56 Scopus citations

Abstract

The cross-coupling of alkylzinc halides with α-chloroketones catalyzed by Cu(acac)2 is described. Using this method, primary and secondary alkyl groups are introduced adjacent to a ketone carbonyl under mild reaction conditions and in good yield. Cyclic, acyclic, aromatic, and aliphatic α-chloroketones are suitable substrates. Optically active α-chloroketones are converted to optically active products. The reaction was found to proceed stereospecifically with inversion of stereochemistry. The reaction is proposed to occur by direct substitution of the chloride with the alkyl group of an organocopper, -magnesium, or -zinc species.

Original languageEnglish (US)
Pages (from-to)10240-10241
Number of pages2
JournalJournal of the American Chemical Society
Volume126
Issue number33
DOIs
StatePublished - Aug 25 2004

ASJC Scopus subject areas

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

Fingerprint Dive into the research topics of 'Catalytic cross-coupling of alkylzinc halides with α-chloroketones'. Together they form a unique fingerprint.

  • Cite this