MECHANISM OF BETA-LACTAM RING-OPENING IN CEPHALOSPORINS

被引:69
作者
PAGE, MI
PROCTOR, P
机构
关键词
D O I
10.1021/ja00325a019
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
引用
收藏
页码:3820 / 3825
页数:6
相关论文
共 32 条
[1]  
ASSEM ESK, 1974, IMMUNOLOGY, V27, P255
[2]   ELECTRONIC-STRUCTURES OF CEPHALOSPORINS AND PENICILLINS .9. DEPARTURE OF A LEAVING GROUP IN CEPHALOSPORINS [J].
BOYD, DB ;
LUNN, WHW .
JOURNAL OF MEDICINAL CHEMISTRY, 1979, 22 (07) :778-784
[3]   ELECTRONIC-STRUCTURES OF CEPHALOSPORINS AND PENICILLINS .4. MODELING ACYLATION BY BETA-LACTAM RING [J].
BOYD, DB ;
HERMANN, RB ;
PRESTI, DE ;
MARSH, MM .
JOURNAL OF MEDICINAL CHEMISTRY, 1975, 18 (04) :408-417
[4]   ELECTRONIC-STRUCTURES OF CEPHALOSPORINS AND PENICILLINS .11. PARABOLIC RELATIONSHIPS BETWEEN ANTI-BACTERIAL ACTIVITY OF CEPHALOSPORINS AND BETA-LACTAM REACTIVITY PREDICTED FROM MOLECULAR-ORBITAL CALCULATIONS [J].
BOYD, DB ;
HERRON, DK ;
LUNN, WHW ;
SPITZER, WA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (06) :1812-1814
[5]   CHEMICAL EFFECTS OF STERIC STRAINS .14. THE EFFECT OF RING SIZE ON THE RATE OF REACTION OF THE CYCLANONES WITH SODIUM BOROHYDRIDE [J].
BROWN, HC ;
ICHIKAWA, K .
TETRAHEDRON, 1957, 1 (03) :221-230
[6]  
BUNDGAARD H, 1975, ARCH PHARM CHEMI SCI, V3, P94
[7]   TETRAHEDRAL INTERMEDIATES .2. THE DETECTION OF HEMIORTHOESTERS IN THE HYDRATION OF KETENE ACETALS AND THE MECHANISM OF THEIR BREAKDOWN [J].
CAPON, B ;
GHOSH, AK .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (07) :1765-1768
[8]   STEREOELECTRONIC CONTROL IN CLEAVAGE OF TETRAHEDRAL INTERMEDIATES IN HYDROLYSIS OF ESTERS AND AMIDES [J].
DESLONGCHAMPS, P .
TETRAHEDRON, 1975, 31 (20) :2463-2490
[10]   AMINOLYSIS OF PENICILLIN DERIVATIVES - RATE CONSTANTS FOR THE FORMATION AND BREAKDOWN OF THE TETRAHEDRAL ADDITION INTERMEDIATE [J].
GENSMANTEL, NP ;
PAGE, MI .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1979, (02) :137-142