Study of Stereocontrolling Elements in Chiral Phosphoric Acid Catalyzed Addition Reaction of Vinylindoles with Azlactones

Kyohei Kanomata, Masahiro Terada

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

DFT studies were carried out to clarify the reaction mechanism and the stereocontrolling elements in the addition reaction of vinylindoles with azlactones catalyzed by a chiral phosphoric acid. The results suggest that the reaction proceeds via a six-membered transition state that is composed of the vinyl group of vinylindole and the enol moiety of azlactone.

Original languageEnglish
Pages (from-to)581-585
Number of pages5
JournalSynlett
Volume27
Issue number4
DOIs
Publication statusPublished - 2016 Feb 4

Keywords

  • DFT calculations
  • asymmetric catalysis
  • enantioselectivity
  • mechanistic studies
  • organocatalysis

ASJC Scopus subject areas

  • Organic Chemistry

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