Chemistry Letters, Vol.37, No.10, 1092-1093, 2008
Michael Addition Reaction of Alkenyl Trichloroacetates Catalyzed by Dibutyltin Dimethoxide
The Michael addition of alkenyl trichloroacetates to p-benzoquinone was achieved using dibutyltin dimethoxide as a catalyst in a mixed solvent consisting of THF and MeOH. Various monoalkylated benzoquinone derivatives were obtained from cyclic and acyclic trichloroacetates in moderate yield. trans-beta-Nitrostyrene was also a favorable electrophile in this catalytic process, which gave an expected Michael adduct.