Synthetic Communications p. 1649 - 1659 (1998)
Update date:2022-07-30
Topics:
Deskus, Jeffrey
Fan, Dongping
Smith, Michael B.
N-Benzyl pyroglutamate esters react with aryllithium reagents and methyllithium to give moderate to good yields of 5-(I-oxoaryl) or 5-(I- oxoalkyl)-2-pyrrolidinone derivatives. The reaction proceeds without racemization, but is accompanied by formation of 5-(I-hydroxy- l-alkyl)-2- pyrrolidinone derivatives. This reaction gives very poor yields of ketone products with most other alkyl organolithium reagents such as n-butyllithium. Grignard reagents react to give primarily the alcohol.
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