A facile access to 3-cephems by employing novel Lewis acid mediated reaction

被引：4

作者：

Hashiyama, T ^{[1
]}

Arakawa, H ^{[1
]}

Wagatsuma, M ^{[1
]}

机构：

[1] Tanabe Seiyaku Co Ltd, Lead Optimizat Res Lab, Toda, Saitama 335, Japan

来源：

HETEROCYCLES | 1998年 / 47卷 / 01期

关键词：

D O I：

10.3987/COM-97-S(N)40

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel and efficient process to afford 3-cephem Delta(3) derivatives was established by employing ZnI2 - NaHCO3 - DMF system.

引用

页码：121 / 124

页数：4

共 10 条

[1] ELECTRONIC-STRUCTURES OF CEPHALOSPORINS AND PENICILLINS .15. INDUCTIVE EFFECT OF THE 3-POSITION SIDE-CHAIN IN CEPHALOSPORINS [J].

BOYD, DB .

JOURNAL OF MEDICINAL CHEMISTRY, 1984, 27 (01) :63-66

[2] CEPHALOSPORANIC ACIDS .4. 7-ACYLAMIDOCEPH-2EM-4-CARBOXYLIC ACIDS [J].

COCKER, JD ;

EARDLEY, S ;

GREGORY, GI ;

HALL, ME ;

LONG, AG .

JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1966, (13) :1142-&

[3] ELIMINATION OF A GOOD LEAVING GROUP FROM THE 3'-POSITION OF A CEPHALOSPORIN NEED NOT BE CONCERTED WITH BETA-LACTAM RING-OPENING - TEM-2 BETA-LACTAMASE-CATALYZED HYDROLYSIS OF PYRIDINE-2-AZO-4'-(N',N'-DIMETHYLANILINE) CEPHALOSPORIN (PADAC) AND OF CEPHALORIDINE [J].

FARACI, WS ;

PRATT, RF .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (05) :1489-1490

[4]

FARINA V, 1994, SYNLETT, P565

[5]

Harada N, 1997, HETEROCYCLES, V44, P305

[6]

HARADA N, IN PRESS HETEROCYCLE

[7] REACTION OF 3-PHENYLGLYCIDIC ESTERS .2. STEREO-SELECTIVITY AND REGIO-SELECTIVITY IN THE OXIRANE RING-OPENING OF METHYL TRANS-3-(4-METHOXYPHENYL)GLYCIDATE WITH VARIOUS THIOPHENOLS AND THE EFFECTS OF SOLVENT AND TEMPERATURE [J].

HASHIYAMA, T ;

INOUE, H ;

TAKEDA, M ;

AOE, K ;

KOTERA, K .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1985, (03) :421-427

[8] REACTION OF 3-PHENYLGLYCIDIC ESTERS .1. STEREOSELECTIVE OPENING OF THE OXIRANE RING OF TRANS-3-PHENYLGLYCIDIC ESTERS WITH 2-NITROTHIOPHENOLS AND THE EFFECT OF VARIOUS CATALYSTS THEREON [J].

HASHIYAMA, T ;

INOUE, H ;

KONDA, M ;

TAKEDA, M .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1984, (08) :1725-1732

[9] STRUCTURE-ACTIVITY CORRELATIONS IN CEPHALOSPORIN-C SERIES USING EXTENDED HUCKEL THEORY AND CNDO-2 [J].

HERMANN, RB .

JOURNAL OF ANTIBIOTICS, 1973, 26 (04) :223-227

[10] A SYNTHETIC APPROACH TO 3-SUBSTITUTED CEPHALOSPORINS - CARBON-CARBON BOND FORMATION AT C(3) OF THE CEPHEM VIA ORGANOCUPRATE CHEMISTRY [J].

KANT, J .

JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (08) :2296-2301

← 1 →