Dichotomous control of E/Z-geometry in intramolecular cyclization of o-alkynylbenzamide derivatives catalyzed by organic superbase P4-tBu in the presence/absence of water

Chikashi Kanazawa, Masahiro Terada

Research output: Contribution to journalArticlepeer-review

51 Citations (Scopus)

Abstract

E/Z does it! An intramolecular cycli-zation reaction of o-alkynylbenzamides that allows dichotomous control of E/Z-geometry has been developed using an organic superbase, P4-tBu, as a catalyst. The presence/absence of water along with the use of an organic superbase provides the necessary control of the geometry at the exo-double bond. The method enables efficient access to isoindolinone derivatives, an important class of biologically active molecules.

Original languageEnglish
JournalChemistry - An Asian Journal
Volume4
Issue number11
DOIs
Publication statusPublished - 2009 Nov 2

Keywords

  • Intramolecular cyclization
  • Organocatalysis
  • Phosphazenes
  • Superbase

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry

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