Letters in Organic Chemistry

Author(s): Maria Antonietta Dettori, Jean Ollivier, Pier Paolo Piras, Davide Fabbri, Giovanna Delogu and Jacques Salaun

DOI: 10.2174/1570178053765384

Letters in Organic Chemistry [ Diethylzinc-Mediated Allylation of Natural Biphenyls by -1,1- Dimethyleneallylpalladium Complexes ]

Page: [214 - 218] Pages: 5

  • * (Excluding Mailing and Handling)

Abstract

1-Ethenylcyclopropyl sulfonate underwent electrophilic γ- and α-substitutions by the carbonyls of naturally occurring biphenyls derived from vanillin and acetovanillone, in the presence of palladium(0) and diethylzinc, to provide regioisomeric 5,5-di(3-cyclopropylidene-1-hydroxypropyl) biphenyls and 5,5-di[1-(1-ethenylcyclopropyl)-1-hydroxymethyl]biphenyls of biological interest.

Keywords: dimethyleneallylzinc complex, palladium, electrophilic additions, biaryls, allylations