Nucleophilic Attacks on Carbon-Carbon Double Bonds. 31. Complete and Partial Stereoconversion in Vinylic Substitution of (E)- and (Z)-β-Chloro-α-phenylcinnamaldehydes and (E)-2-Iodo-1,2-diphenyl-1-nitroethylene by Nucleophiles

Article abstract of DOI:10.1021/jo00217a033

Substitution of the chlorine of (E)- and (Z)-α-chloro-β-phenylcinnamaldehydes ((E)- and (Z)-5) by p-toluenethiolate (ArS^-), p-cresolate (ArO^-), and MeO^- ions proceeds with complete or partial stereoconversion.With ArS