4.7 Article

Direct Enantioselective Three-Component Kabachnik-Fields Reaction Catalyzed by Chiral Bis(imidazoline)-Zinc(II) Catalysts

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 353, Issue 18, Pages 3285-3289

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201100482

Keywords

asymmetric catalysis; enantioselectivity; hydrophosphonylation; imidazolines; three-component synthesis

Funding

  1. Teijin Pharma Award in Synthetic Organic Chemistry, Japan
  2. JST
  3. Grants-in-Aid for Scientific Research [22750089] Funding Source: KAKEN

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A direct three-component reaction of aldehydes, amines and diaryl phosphites was catalyzed by a zinc(II) complex of 1,3-bis(imidazolin-2-ly)pyridine (pybim) giving the corresponding a-aminophosphonates in good yield with good enantioselectivity. The reaction was applied to a wide variety of aromatic aldehydes to give products with excellent yields (up to 99%) and enantiomeric excesses (up to 93% ee).

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