4.4 Article

An asymmetric intramolecular Stetter reaction catalyzed by a chiral triazolium precatalyst bearing a pyridine moiety

Journal

TETRAHEDRON
Volume 68, Issue 49, Pages 10188-10193

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2012.09.095

Keywords

N-Heterocyclic carbene; Catalytic asymmetric reaction; Intramolecular Stetter reaction

Funding

  1. Japan Society for the Promotion of Science [24750037, 24350022]
  2. Grants-in-Aid for Scientific Research [24750037] Funding Source: KAKEN

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A number of chiral triazolium salts incorporating pyridine rings have been investigated as precatalysts for an asymmetric intramolecular Stetter reaction. The salt structure and reaction parameters were optimized, resulting in very good yield and enantioselectivity. This reaction was found to be applicable to a wide range of salicylaldehyde-derived substrates. (C) 2012 Elsevier Ltd. All rights reserved.

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