Research on antiviral agents. 5.1 lithiation of 6-methyluracil as a new and efficient entry to C(6)-substituted uracils
Synthesis of numerous C(6)-substituted uracits can be effected by lithiation of N(1), N(3)-substituted 6-methyluracils (1) and (4) with LiHMDS, followed by the reaction of the resulting lithio derivatives with carbon, sulfur, and selenium electrophiles. The unexpected migration of the N(1)-benzoyl group in the melalation-alkylation and the high stereoselectivity obtained in the reaction with substituted cyclohexanones are also reported.
