Asymmetric Synthesis XVII : Facile Generation of a Chiral Azomethine Ylide via the CN(R,S) Method

Article abstract of DOI:10.1016/S0040-4039(01)93467-7

(-)-N-cyanomethyl-4-phenyl-1,3-oxazolidine, prepared in one step from R-(-)-phenylglycinol, gives a chiral azomethine ylide on treatment with TMSOTf and (iPr)2NEt.This ylide undergoes 1,3-dipolar cycloaddition reactions with activated olefins under very m