N-Benzyl pyroglutamate esters react with aryllithium reagents and meth
yllithium to give moderate to good yields of 5-(1-oxoaryl) or 5-(1-oxo
alkyl)-2-pyrrolidinone derivatives. The reaction proceeds without race
mization, but is accompanied by formation of 5-(1-hydroxy-1-alkyl)-2-p
yrrolidinone derivatives. This reaction gives very poor yields of keto
ne products with most other alkyl organolithium reagents such as n-but
yllithium. Grignard reagents react to give primarily the alcohol.