Organocatalyzed Aziridination of α‐Branched Enals: Enantioselective Synthesis of Aziridines with a Quaternary Stereocenter

Abstract

Abstract Organocatalytic access to N ‐tosylaziridines catalyzed by diarylprolinol trimethylsilyl ether [Ar = 3,5‐(CF 3 ) 2 C 6 H 3 ] starting from different α‐substituted‐α,β‐unsaturated aldehydes is described. The products were obtained in good yields (up to 86 %) and enantioselectivities (up to 90 % ee ) and could rapidly be transformed under various conditions, including ring opening, to afford useful small molecules possessing not only the aziridine and aldehyde moieties but also other functionalities such as alcohol, acid, ester, or amino alcohol.