Author/Authors :
Volonterio، نويسنده , , Alessandro and Bravo، نويسنده , , Pierfrancesco and Pesenti، نويسنده , , Cristina and Zanda، نويسنده , , Matteo، نويسنده ,
Abstract :
Enantiomerically pure α-Li alkyl-sulfoxides can be used as chiral α-chloroalkyl carbanions with N-protected imines by means of the ‘non-oxidative’ chloro-Pummerer reaction (NOCPR). This novel methodology allows for a one-pot displacement of a sulfinyl group by chlorine from N-alkoxycarbonyl β-sulfinylamines derived from aryl, fluoroalkyl and alkyl imines, with clean stereoinversion at carbon. Several 1,2-chloroamines produced via NOCPR were transformed into the corresponding aziridines.
