Solid-phase synthesis of β-lactams via the ester enolate-imine condensation route

被引:50
作者
Schunk, S [1 ]
Enders, D [1 ]
机构
[1] Rhein Westfal TH Aachen, Inst Organ Chem, D-52074 Aachen, Germany
关键词
D O I
10.1021/ol0055465
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] The ester enolate-imine condensation route to beta-lactams via an immobilized ester enolate has been achieved for the first time. The key reaction in the synthesis is the cyclization of the resin bound ester dianion and an imine. Traceless cleavage from the T1-triazene linker system yields the desired beta-lactams.
引用
收藏
页码:907 / 910
页数:4
相关论文
共 32 条
[1]  
Annunziata R, 2000, CHEM-EUR J, V6, P133, DOI 10.1002/(SICI)1521-3765(20000103)6:1<133::AID-CHEM133>3.0.CO
[2]  
2-H
[3]  
[Anonymous], [No title captured]
[4]   Improved procedure for the purification of PEG bound molecules by the use of trioctylamine [J].
Benaglia, M ;
Cinquini, M ;
Cozzi, F .
TETRAHEDRON LETTERS, 1999, 40 (10) :2019-2020
[5]  
Bräse S, 1998, ANGEW CHEM INT EDIT, V37, P3413, DOI 10.1002/(SICI)1521-3773(19981231)37:24<3413::AID-ANIE3413>3.0.CO
[6]  
2-K
[7]  
Bräse S, 1999, ANGEW CHEM INT EDIT, V38, P1071, DOI 10.1002/(SICI)1521-3773(19990419)38:8<1071::AID-ANIE1071>3.0.CO
[8]  
2-9
[9]  
Brase S., 1998, Angew. Chem. Int. Ed, V110, P3614
[10]  
Brase S., 1999, ANGEW CHEM, V111, P1139