AZETIDINONE ANTIBIOTICS .12. CHEMICAL-TRANSFORMATIONS OF PENICILLINS AND CEPHALOSPORINS - MECHANISM AND STEREOCHEMISTRY OF INTERCONVERSIONS OF PENAM AND CEPHAM SYSTEMS

被引:39
作者
KUKOLJA, S [1 ]
LAMMERT, SR [1 ]
GLEISSNER, MR [1 ]
ELLIS, AI [1 ]
机构
[1] ELI LILLY & CO,RES LABS,INDIANAPOLIS,IN 46206
关键词
D O I
10.1021/ja00844a045
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
引用
收藏
页码:3192 / 3198
页数:7
相关论文
共 28 条
[1]   TRANSFORMATIONS OF PENICILLIN .1. PREPARATION AND REARRANGEMENTS OF BETA-PHENYLACETAMIDOPENICILLANIC SULPHOXIDES [J].
BARTON, DHR ;
COMER, F ;
GREIG, DGT ;
SAMMES, PG .
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1971, (21) :3540-&
[2]   CHEMISTRY OF CEPHALOSPORIN ANTIBIOTICS .27. 3-METHYLENECEPHAMS [J].
CHAUVETTE, RR ;
PENNINGTON, PA .
JOURNAL OF ORGANIC CHEMISTRY, 1973, 38 (17) :2994-2999
[3]   AZETIDINONE SULFENIC ACIDS - ISOLATION OF CRYSTALLINE SULFENIC ACIDS FROM PENICILLIN SULFOXIDES AND A STUDY OF THEIR REACTIVITIES [J].
CHOU, TS ;
BURGTORF, JR ;
ELLIS, AL ;
LAMMERT, SR ;
KUKOLJA, SP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (05) :1609-1610
[4]   CHEMICAL INTERCONVERSION OF BETA-LACTAM ANTIBIOTICS [J].
COOPER, RDG ;
HATFIELD, LD ;
SPRY, DO .
ACCOUNTS OF CHEMICAL RESEARCH, 1973, 6 (01) :32-40
[5]   STRUCTURAL STUDIES ON PENICILLIN DERIVATIVES .I. CONFIGURATION OF PHENOXYMETHYL PENICILLIN SULFOXIDE [J].
COOPER, RDG ;
DEMARCO, PV ;
CHENG, JC ;
JONES, ND .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1969, 91 (06) :1408-&
[6]  
COOPER RDG, 1972, CEPHALOSPORINS PENIC, P219
[7]  
Flynn E. H., 1972, CEPHALOSPORINS PENIC
[8]  
GUTOWSKI GE, 1971, TETRAHEDRON LETT, P343
[9]   ISOLATION OF A BICYCLIC AZIRIDINIUM ION INTERMEDIATE [J].
HAMMER, CF ;
HELLER, SR .
CHEMICAL COMMUNICATIONS, 1966, (24) :919-&
[10]   REACTIONS OF BETA-SUBSTITUTED AMINES .2. NUCLEOPHILIC DISPLACEMENT REACTIONS ON 3-CHLORO-1-ETHYLPIPERIDINE [J].
HAMMER, CF ;
HELLER, SR ;
CRAIG, JH .
TETRAHEDRON, 1972, 28 (02) :239-&