Stereoselective additions of α-lithiated alkyl-p-tolylsulfoxides to N-PMP(fluoroalkyl)alimines.

摘要

We have recently reported the use of enantiopure α-(fluoroalkyl)β-sulfinyl amines (FSAs) as starting build- ing blocks for the asymmetric synthesis of fluorinated amino compounds of biomedicinal interest. Further, we have found that, apart from conventional removal of the sulfinyl auxiliary by substitution with hydrogen, this group can be displaced, in a highly stereospecific SN2 fashion, by a hydroxy group.