β-Lithiated enol ethers as enolate equivalents. Application to N-substituted pyrrolidin-3-ones

Abstract

Lithiation of the isomerically pure enol ethers (7) and (8) provides the organolithium derivatives (9) and (13) which were trapped with aldehydes and shown to function as synthetic equivalents of the pyrrolidin-3-one enoiate (3); aldehyde adducts (10) also react with Bu^tMe₂SiCl to give the 2-substituted-3-methoxypyrroles (12).