Induction asymétrique et réaction des α-hydroxy-oximes avec le bromure de phenylmagnésium. Synthéses stéreoselectives d'alcools aziridiniques et d'aza-bicyclo[3.1.0]oxo-2 oxaisothiazolidines-1,2,3

A facile synthesis of aziridine is describe. It is the reaction between Grignard regents and α-hydroxoximes in toluene. The aziridine alchohols are cyclised into 2-oxo-oxathiazolidines. The use of the nuclear Overhauser effect allows the assignment of the relative configurations of these latter compounds and also the configuration of the aziridine alcohols. A proof of the Grignard reagent complex with the alcoolate id given by action of methylmagensium bromide with 2-phenyl 3-methanol azirine. The asymetrie insuction observed is discussed with a transition state involving this complex.