Synthesis of 5S-(1-oxoalkyl and aryl)-2-pyrrolidinone derivatives

被引:5
作者
Deskus, J [1 ]
Fan, DP [1 ]
Smith, MB [1 ]
机构
[1] Univ Connecticut, Dept Chem, Storrs, CT 06269 USA
关键词
D O I
10.1080/00397919808006869
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
N-Benzyl pyroglutamate esters react with aryllithium reagents and methyllithium to give moderate to good yields of 5-(1-oxoaryl) or 5-(1-oxoalkyl)-2-pyrrolidinone derivatives. The reaction proceeds without racemization, but is accompanied by formation of 5-(1-hydroxy-1-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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收藏
页码:1649 / 1659
页数:11
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