4.4 Article

New pyridine N-oxides as chiral organocatalysts in the asymmetric allylation of aromatic aldehydes

Journal

TETRAHEDRON
Volume 64, Issue 49, Pages 11335-11348

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2008.08.084

Keywords

Enantioselective allylation; Allylsilane; Organocatalysis; Asymmetric catalysis; Pyridine N-oxides

Funding

  1. Schering-Plough (formerly Organon)
  2. Ministry of Education and Science of Spain
  3. Socrates-Erasmus exchange program
  4. Czech Science Foundation [203/08/0350]
  5. Ministry of Education of the Czech Republic [LC06070, MSM0021620857, MSM6046137301]
  6. University of Glasgow
  7. Engineering and Physical Sciences Research Council [GR/T27051/01] Funding Source: researchfish

Ask authors/readers for more resources

Asymmetric allylation of aromatic aldehydes 1 with allyltrichlorosilane (2) can be catalyzed by new terpene-derived bipyridine N,N'-dioxides 12-15 and an axially chiral biisoquinoline dioxide 17b with good enantioselectivities. Dioxides have been found to be more reactive catalysts than their monooxide counterparts. Crown Copyright (C) 2008 Published by Elsevier Ltd. All rights reserved.

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