REACTIONS OF 2,2,2-TRICHLOROETHYL 6-DIAZOPENICILLANATE WITH AROMATIC-ALDEHYDES - X-RAY CRYSTAL-STRUCTURES OF (3S,8AS)-2,2,2-TRICHLOROETHYL 2,3-DIHYDRO-6-(4-METHOXYPHENYL)-2,2-DIMETHYL-5-OXO-5H,8AH-THIAZOLO[2,3-B][1,3]OXAZINE-3-CARBOXYLATE AND (2S,5S)-2,2,2-TRICHLOROETHYL-4-FORMYL-2-(4-METHOXYPHENYL)-6,6-DIMETHYL-3-OXOTETRAHYDRO-1,4-THIAZINE-5-CARBOXYLATE-

被引:10
作者
JEPHCOTE, VJ
JOWETT, IC
JOHN, DI
EDWARDS, PD
LUK, K
SLAWIN, AM
WILLIAMS, DJ
机构
[1] UNIV LONDON KINGS COLL,DEPT CHEM,LONDON WC2R 2LS,ENGLAND
[2] BEECHAM PHARMACEUT,DIV RES,BETCHWORTH RH3 7AJ,SURREY,ENGLAND
[3] UNIV LONDON IMPERIAL COLL SCI & TECHNOL,CHEM CRYSTALLOG LAB,LONDON SW7 2AY,ENGLAND
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1986年 / 12期
关键词
D O I
10.1039/p19860002187
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
引用
收藏
页码:2187 / 2194
页数:8
相关论文
共 23 条
[1]   TRANSFORMATIONS USING BENZYL 6-ISOCYANOPENICILLANATE [J].
BENTLEY, PH ;
CLAYTON, JP ;
BOLES, MO ;
GIRVEN, RJ .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1979, (10) :2455-2467
[2]  
BOHME EHW, 1971, J AM CHEM SOC, V93, P4324
[3]  
CAMPBELL MM, 1979, TETRAHEDRON LETT, P1441
[4]   NEW SPIRO DERIVATIVES OF PENICILLIN [J].
CHAN, L ;
MATLIN, SA .
TETRAHEDRON LETTERS, 1981, 22 (40) :4025-4028
[5]   STUDIES RELATED TO PENICILLINS .4. REARRANGEMENT OF PENICILLANIC ACID DERIVATIVES TO 1,4-THIAZEPINES [J].
CLAYTON, JP ;
SOUTHGAT.R ;
RAMSAY, BG ;
STOODLEY, RJ .
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1970, (15) :2089-&
[6]   DEVELOPMENTS IN CHEMISTRY OF DIAZO-ALKANES [J].
COWELL, GW ;
LEDWITH, A .
QUARTERLY REVIEWS, 1970, 24 (01) :119-&
[7]   PREPARATION AND PROPERTIES OF SUBSTITUTED 6-BETA-VINYLPENICILLANIC ACIDS [J].
FOULDS, CD ;
JAXACHAMIEC, AA ;
OSULLIVAN, AC ;
SAMMES, PG .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1984, (01) :21-28
[8]  
JAXACHAMIEC AA, 1982, TETRAHEDRON LETT, V23, P2813, DOI 10.1016/S0040-4039(00)87466-3
[9]   BORON-TRIFLUORIDE CATALYZED-REACTIONS OF 2,2,2-TRICHLOROETHYL 6-DIAZOPENICILLANATE WITH AROMATIC-ALDEHYDES - REARRANGEMENTS VIA PENAM C(5)-C(6) BOND-CLEAVAGE [J].
JEPHCOTE, VJ ;
JOHN, DI ;
EDWARDS, PD ;
LUK, K ;
WILLIAMS, DJ .
TETRAHEDRON LETTERS, 1984, 25 (27) :2915-2918
[10]   REACTIONS OF BENZYL 6-ISOCYANOPENICILLANATE WITH THIOCARBONYL REAGENTS - NOVEL REARRANGEMENTS TO 2,3-DIHYDROTHIAZOLO[2,3-B][1,3]-THIAZIN-5-ONES VIA PENAM C(5)-C(6) BOND-CLEAVAGE - X-RAY CRYSTAL-STRUCTURE AND ABSOLUTE-CONFIGURATION OF 2 REARRANGEMENT PRODUCTS [J].
JOHN, DI ;
TYRRELL, ND ;
THOMAS, EJ ;
BENTLEY, PH ;
WILLIAMS, DJ .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1982, (01) :76-78