Catalytic asymmetric nitroaldol (Henry) reaction with a zinc-Fam catalyst

Bulut A., Aslan A., Dogan O.

JOURNAL OF ORGANIC CHEMISTRY, vol.73, no.18, pp.7373-7375, 2008 (SCI-Expanded) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 73 Issue: 18
  • Publication Date: 2008
  • Doi Number: 10.1021/jo8010073
  • Journal Name: JOURNAL OF ORGANIC CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.7373-7375
  • Middle East Technical University Affiliated: Yes

Abstract

Ferrocenyl-substituted aziridinylmethanol (Fam-1) was used as a catalyst with zinc for the asymmetric nitroaldol (Henry) reaction. This catalyst worked with a variety of aldehydes (aromatic, aliphatic, alpha,beta-unsaturated, and heteroaromatic) and alpha-ketoesters to give the nitroaldol product in up to 97% yield and 91% ee. The chiral ligand call be recovered and recycled Without losing its activity.