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Nucleophilic Attacks on Carbon-Carbon Double Bonds. 28.1,2 Complete and Partial Stereoconversion in the Substitution of Methyl (E)- and (Z)-β-Chloro-α-cyano-p-nitrocinnamates by Nucleophiles
Rappoport, Zvi,Avramovitch, Bianca
, p. 1397 - 1408 (1982)
Methyl (E)- and (Z)-β-chloro-α-cyano-p-nitrocinnamates 5-E and 5-Z were prepared and separated.The stereochemistry of the substitution of the chlorine by nucleophiles was invastigated in MeCN, MeOH, or their mixtures.Reaction with p-toluenethiolate ion ga
