Noncovalent Organocatalytic Synthesis of Enantioenriched Terminal Aziridines with a Quaternary Stereogenic Center

作者:De Fusco Claudia; Fuoco Tiziana; Croce Gianluca; Lattanzi Alessandra*
来源:Organic Letters, 2012, 14(16): 4078-4081.
DOI:10.1021/ol3017066

摘要

A high-yielding and enantioselective access to novel N-Boc terminal aziridines, bearing a quaternary stereogenic center, has been developed via an aza-Michael initiated ring-closure (aza-MIRC) reaction of alpha-acyl acrylates with an N-tosyloxy tert-butyl carbamate catalyzed by a chiral amino thiourea. The feasibility of the aziridine regioselective ring-opening to valuable alpha,alpha-disubstituted alpha-amino acid esters has been demonstrated.

  • 出版日期2012-8-17