Addition of Organometallic Reagents to Imines Bearing Stereogenic N-Substituents. Stereochemical Models Explaining the 1,3-Asymmetric Induction

Authors:
  • GAGiuseppe Alvaro
    Giuseppe Alvaro
  • DSDiego Savoia
    Diego Savoia
Publisher website
Google Scholar
Abstract
The addition of organometallic reagents to imines bearing stereogenic N-substituents was investigated by ourselves and many other groups. From the results of these studies it appears that the sense of asymmetric induction and the degree of diastereoselectivity are affected by the structure of the imine (derived from mono- or bidentate aldehyde and/or amine), the nature of the organometallic reagent RMLn (the metal and its ligands, the structure of R, the degree of association), the presence of Lewis acids, and the solvent. The reaction pathways and the stereochemical models so far proposed are critically discussed and new ones are presented.