Enantioselective aza-Friedel-Crafts reaction catalyzed by a water inclusion complex of O,O′-diacyl tartaric acid

Hitoshi Ube, Satoko Fukuchi, Masahiro Terada

Research output: Contribution to journalArticlepeer-review

38 Citations (Scopus)

Abstract

The efficiency of an O,O′-diacyl tartaric acid derivative as a chiral Brønsted acid catalyst was investigated in the enantioselective Friedel-Crafts reaction of indoles with an α-imino ester. The inclusion of water in the O,O′-di-p-toluoyl-d-tartaric acid catalyst is crucial for obtaining the enantioselectivity, and under optimal conditions the corresponding Friedel-Crafts product was obtained with an enantioselectivity of up to 88% ee.

Original languageEnglish
Pages (from-to)1203-1205
Number of pages3
JournalTetrahedron Asymmetry
Volume21
Issue number9-10
DOIs
Publication statusPublished - 2010 May 17

ASJC Scopus subject areas

  • Catalysis
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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