Stereoselective Synthesis of β‐Sulfinylamino Isocyanides and 2‐Imidazolines

Abstract

AbstractAn efficient asymmetric synthesis of β‐sulfinylamino isocyanides is reported on the basis of the highly diastereoselective addition of 9‐isocyanofluorene to optically pure N‐tert‐butanesulfinimines. The resulting optically pure isocyanides readily cyclized to give optically pure 2‐imidazolines upon removal of the sulfinyl group. Furthermore, the β‐sulfinylamino isocyanides were used as chiral inputs in Ugi and Passerini multicomponent reactions to generate new types of (pseudo)peptide scaffolds.