New Allyl Group Acceptors for Palladium Catalyzed Removal of Allylic Protections and Transacylation of Allyl Carbamates.

Article abstract of DOI:10.1016/0040-4039(95)01147-A

Key words: allylic protecting groups, palladium catalysis, transacylation, phenyltrihydrosilane, N-methyl-N-(trimethylsilyl)trifluoroacetamide.Allyl carboxylates, carbamates and phenoxides may be cleaved or transacylated in the presence of palladium catalyst and either phenyltrihydridosilane or N-methyl-N-(trimethylsilyl)trifluoroacetamide.These reactions are totally compatible with the presence of Boc and, as far as phenyltrihydrosilane is concerned, Fmoc protections.