AZETIDINONE ANTIBIOTICS .17. REARRANGEMENT OF PENICILLIN SULFOXIDES TO 3-METHYLENECEPHAMS VIA SULFINYL INTERMEDIATES

被引:59
作者
KUKOLJA, S [1 ]
LAMMERT, SR [1 ]
GLEISSNER, MRB [1 ]
ELLIS, AI [1 ]
机构
[1] ELI LILLY & CO,RES LABS,INDIANAPOLIS,IN 46206
关键词
D O I
10.1021/ja00432a068
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
引用
收藏
页码:5040 / 5041
页数:2
相关论文
共 16 条
[1]   CHEMISTRY OF CEPHALOSPORIN ANTIBIOTICS .29. 3-HALO-3-CEPHEMS AND 3-METHOXY-3-CEPHEMS [J].
CHAUVETTE, RR ;
PENNINGTON, PA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (15) :4986-4987
[2]   CHEMISTRY OF CEPHALOSPORIN ANTIBIOTICS .27. 3-METHYLENECEPHAMS [J].
CHAUVETTE, RR ;
PENNINGTON, PA .
JOURNAL OF ORGANIC CHEMISTRY, 1973, 38 (17) :2994-2999
[4]   ENE REACTION [J].
HOFFMANN, HM .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1969, 8 (08) :556-&
[5]   CHEMISTRY OF CEPHALOSPORIN ANTIBIOTICS .19. TRANSFORMATION OF DELTA2-CEPHEM TO DELTA3-CEPHEM BY OXIDATION-REDUCTION AT SULFUR [J].
KAISER, GV ;
COOPER, RDG ;
KOEHLER, RE ;
MURPHY, CF ;
WEBBER, JA ;
WRIGHT, IG ;
VANHEYNI.EM .
JOURNAL OF ORGANIC CHEMISTRY, 1970, 35 (07) :2430-&
[6]   SYNTHESIS OF 3-HYDROXY-CEPHEMS, 3-CHLORO-CEPHEMS, AND 3-METHOXY-3-CEPHEMS FROM PENICILLINS VIA 4-DITHIO-2-AZETIDINONE INTERMEDIATES [J].
KUKOLJA, S ;
GLEISSNER, MR ;
ELLIS, AI ;
DORMAN, DE ;
PASCHAL, JW .
JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (13) :2276-2279
[7]   SYNTHESIS OF DEACETOXYCEPHALOSPORIN S-OXIDES BY OXIDATIVE TRAPPING OF SULFENIC ACIDS FROM PENICILLIN S-OXIDES [J].
KUKOLJA, S ;
LAMMERT, SR .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1973, 12 (01) :67-68
[8]  
KUKOLJA S, UNPUBLISHED RESULTS
[9]  
MARSHALL JA, 1970, J ORG CHEM, V35, P189
[10]   CHEMISTRY OF CEPHALOSPORIN ANTIBIOTICS .15. TRANSFORMATIONS OF PENICILLIN SULFOXIDE . A SYNTHESIS OF CEPHALOSPORIN COMPOUNDS [J].
MORIN, RB ;
JACKSON, BG ;
MUELLER, RA ;
LAVAGNINO, ER ;
SCANLON, WB ;
ANDREWS, SL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1969, 91 (06) :1401-+