SYNTHESIS OF 3-ALPHA-ALKOXY-4-BETA-SUBSTITUTED-2-AZETIDINONES FROM L(+)-TARTARIC ACID

被引:5
作者
BARTON, DHR
CLEOPHAX, J
GATEAUOLESKER, A
GERO, SD
TACHDJIAN, C
机构
[1] INST CHIM SUBST NAT,CNRS,F-91198 GIF SUR YVETTE,FRANCE
[2] TEXAS A&M UNIV SYST,DEPT CHEM,COLL STN,TX 77843
关键词
TARTARIC ACID; REGIOSELECTIVE SAPONIFICATION; PIG LIVER ESTERASE; 3-METHOXY-2-AZETIDINONE; N-HYDROXY-2-THIOPYRIDONE; RADICAL DECARBOXYLATION;
D O I
10.1016/S0040-4020(01)81921-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of 3alpha-alkoxy-4beta-azetidinones from L(+) tartaric acid is described. Regioselective saponification and methylation along with a stereo selective radical decarboxylative alkylation are key steps leading to optically pure trans-beta-lactams.
引用
收藏
页码:8381 / 8396
页数:16
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