Directing Effect of 1,3-Dimethylimidazolidine in Ortho Lithiation Changes with Its Vicinal Group - Concepedia

Concepedia

Publication | Closed Access

Directing Effect of 1,3-Dimethylimidazolidine in Ortho Lithiation Changes with Its Vicinal Group

11

Citations

0

References

1994

Year

Eiko Tamura, Ken‐ichi Kawasaki, Daisuke Mikame, Tsutomu Katsuki

Derivative (Chemistry)EngineeringVicinal GroupBiochemistryHydroxy GroupOrganic ChemistryChelate FormationPharmacologyOrtho LithiationChemical DerivativeOrtho Lithiation ChangesBiomolecular Engineering

Abstract

Directing effect of 1,3-dimethylimidazolidine in ortho lithiation is changed by the presence of vicinal phenolic hydroxy group probably due to the chelate formation. Lithiation of 1,3-dimethylimidazolidine derivative of salicylaldehyde occurs not ortho to 1,3-dimethylimidazolidine but ortho to hydroxy group, though 1,3-dimethylimidazolidine is a stronger directing group than hydroxy group.