ChemInform Abstract: Enantioselective Desymmetrization of meso‐N‐(Heteroarenesulfonyl)aziridines with TMSN₃ Catalyzed by Chiral Lewis Acids.

Abstract

Enantioselective Desymmetrization of meso-N-(Heteroarenesulfonyl)aziridines with TMSN3 Catalyzed by Chiral Lewis Acids. -Optimized reaction conditions are developed to give functionalized azides with moderate to high enantioselectivity. Product (IIa) represents a building block for the selective κ-opioid agonist U-50,488 (III). -(NAKAMURA*, S.; HAYASHI, M.; KAMADA, Y.; SASAKI, R.; HIRAMATSU, Y.; SHIBATA, N.; TORU, T.; Tetrahedron Lett. 51 (2010) 29, 3820-3823,