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

75 Scopus citations

Abstract

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
Volume346
Issue number9-10
DOIs
StatePublished - Aug 1 2004

Keywords

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

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Theoretical explorations of enantioselective alkylation reactions of pyrroles and indoles organocatalyzed by chiral imidazolidinones'. Together they form a unique fingerprint.

  • Cite this