Design and synthesis of a bis(hydroxyphenyl)diamide bearing a pendant thiazolium unit; Application to the catalytic asymmetric intramolecular Stetter reaction

Youmei Bao, Naoya Kumagai, Masakatsu Shibasaki

Research output: Contribution to journalArticlepeer-review

12 Citations (Scopus)

Abstract

The bis(hydroxyphenyl)diamide architecture constitutes as a privileged ligand that promotes a number of catalytic asymmetric transformations in combination with rare-earth metals. A new diamide analog armed with a carbene catalytic function derived from a thiazolium unit was designed, synthesized, and applied to the catalytic asymmetric intramolecular Stetter reaction. Cooperative work between the carbene function and hydrogen bonding interactions was suggested to give the enantioenriched chroman derivatives.

Original languageEnglish
Pages (from-to)1401-1408
Number of pages8
JournalTetrahedron Asymmetry
Volume25
Issue number20-21
DOIs
Publication statusPublished - 2014 Oct 31
Externally publishedYes

ASJC Scopus subject areas

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

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