Stereospecific Synthesis of C2 Symmetric Diamines From the Mother Diamine by Resonance-Assisted Hydrogen-Bond Directed Diaza-Cope Rearrangement

摘要

Chiral diamines find useful application in stereoselective catalysis and syn-thesis of medicinal compounds. Efficient chiral catalysts based on C2 sym-metric diamines include 1,2-diaminocyclohexane (dach), 1,2-diphenylethyl-enediamine (dpen), and other variants effective for oxidation, reduction,hydrolysis, and C-C-bond forming processes (Fig. 1). Steric and electronictuning of chiral diamine ligands provides insight in making more efficientcatalysts and in expanding the chiral diamine libraries for drug development.