Enantioselective alkylations of tributyltin enolates catalyzed by Cr(salen)CI: Access to enantiomerically enriched all-carbon quaternary centers

Abigail G. Doyle, Eric N. Jacobsen

Research output: Contribution to journalArticle

105 Scopus citations

Abstract

The catalytic asymmetric α-alkylation of tributyltin enolates with a range of primary alkyl halides is catalyzed by a chiral Cr(salen) complex. The reaction constitutes the first transition-metal-catalyzed system for α-alkylation of carbonyl substrates with this important class of electrophiles, providing access to five-, six-, and seven-membered ring ketone products bearing α-quaternary stereocenters in high enantioselectivity and synthetically useful yields.

Original languageEnglish (US)
Pages (from-to)62-63
Number of pages2
JournalJournal of the American Chemical Society
Volume127
Issue number1
DOIs
StatePublished - Jan 12 2005
Externally publishedYes

All Science Journal Classification (ASJC) codes

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

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