220209-97-2Relevant academic research and scientific papers
Enantiomerically pure 2-alkyl and 2,3-dialkylaziridines from 2- sulfinylimines
Garcia Ruano, Jose L.,Lorente, Antonio,Rodriguez Ramos, Jesus H.
, p. 9765 - 9768 (2007/10/03)
A new entry to optically pure azifidines from N-p-methoxyphenyl derivatives of 2-p-tolylsulfinylketimines is reported. The highly stereoselective reduction of the imines with DIBAL-H/ZnX2 yielded the corresponding sulfinyl amines, which can be transformed info the N-Cbz derivatives through a two-step sequence involving reaction with BnO2CCl and subsequent oxidation with CAN. These compounds were easily transformed into optically pure aziridines by reduction of the sulfinyl group, further methylation at sulfur, and final cyclization with base.
