Palladium (0)-catalyzed allylation of highly acidic and nonnucleophilic anilines. The origin of stereochemical scrambling when using allylic carbonates
…, L Morral, R Pleixats
文献索引:Moreno-Manas, Marcial; Morral, Lurdes; Pleixats, Roser Journal of Organic Chemistry, 1998 , vol. 63, # 18 p. 6160 - 6166
Acidic anilines such as diphenylamine, phenothiazine, and nitroanilines are efficiently allylated under palladium catalysis using allyl carbonates as allylating reagents. A stereochemical study of the reactions of ethyl cis-5-methyl-2-cyclohexenylcarbonate with 4- nitro-and 2, 4-dinitroaniline was performed. Bidentate phosphines as stabilizing ligands gave clean retention of configuration whereas triphenylphosphine permitted cis-trans ...