Pseudoesters and derivatives. XXX. Synthesis of 5-substituted furan-2(5H)-ones by the regiospecific reaction of anions of enaminofuranones with electrophiles

Article abstract of DOI:10.1016/S0040-4020(01)96042-9

Reactions of lithium enolates 2a,b derived from 5-methoxy(or 5-ethylthio)-4-(pyrrolidin-1-yl)- furan-2(5H)-ones (1a,b) with various electrophiles, such as alkylating agents, aldehydes, phenyl isocyanate, acyl chlorides, and trimethylsilyl chloride, occur regiospecifically to give the corresponding 5-substituted derivatives in synthetically useful yields.