Theoretical explorations of enantioselective alkylation reactions of pyrroles and indoles organocatalyzed by chiral imidazolidinones

Ruth Gordillo, Jennifer Carter, K. N. Houk

Research output: Contribution to journalArticle

76 Scopus citations


The transition structures for MacMillan's alkylations of N-methylpyrrole by aldehydes catalyzed by chiral amine salts were explored with B3LYP/6-31G(d) density functional theory. These results provide an explanation of the enantioselectivities observed with these two catalysts.

Original languageEnglish (US)
Pages (from-to)1175-1185
Number of pages11
JournalAdvanced Synthesis and Catalysis
Issue number9-10
Publication statusPublished - Aug 2004



  • Alkylation reactions
  • Chiral imidazolidinones
  • Enantioselection
  • Hybrid density functional theory
  • Organic catalysis

ASJC Scopus subject areas

  • Chemistry (miscellaneous)
  • Organic Chemistry
  • Catalysis

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