MILD AND CONVENIENT ONE-POT SYNTHESIS OF BETA-LACTAMS BY CONDENSATION OF TITANIUM ENOLATES OF 2-PYRIDYLTHIOESTERS WITH IMINES

被引：26

作者：

CINQUINI, M ^{[1
]}

COZZI, F ^{[1
]}

COZZI, PG ^{[1
]}

CONSOLANDI, E ^{[1
]}

机构：

[1] UNIV MILAN,DIPARTIMENTO CHIM ORGAN & IND,I-20133 MILAN,ITALY

来源：

TETRAHEDRON | 1991年 / 47卷 / 41期

关键词：

D O I：

10.1016/S0040-4020(01)96198-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Treatment of 2-pyridylthioesters with triethylamine in the presence of titanium tetrachloride affords titanium enolates that add to imines to give beta-lactams in fair to excellent yields with moderate to good stereoselectivity.

引用

页码：8767 / 8774

页数：8

共 24 条

[1]

ANNUNZIATA R, UNPUB TETRAHEDRON

[2]

CAINELLI G, 1991, IL FARMACO, V46, P177

[3] A PRACTICAL AND EFFICIENT METHOD FOR THE SYNTHESIS OF BETA-LACTONES [J].

DANHEISER, RL ;

NOWICK, JS .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (03) :1176-1185

[4]

DARDOIZE F, 1973, B SOC CHIM FR II-CH, P1668

[5]

DARDOIZE F, 1972, B SOC CHIM FR, P3841

[6] ASYMMETRIC C-C-BOND FORMATION WITH TITANIUM CARBOHYDRATE COMPLEXES [J].

DUTHALER, RO ;

HAFNER, A ;

RIEDIKER, M .

PURE AND APPLIED CHEMISTRY, 1990, 62 (04) :631-642

[7] STEREOSELECTIVE ALDOL REACTIONS OF CHLOROTITANIUM ENOLATES - AN EFFICIENT METHOD FOR THE ASSEMBLAGE OF POLYPROPIONATE-RELATED SYNTHONS [J].

EVANS, DA ;

RIEGER, DL ;

BILODEAU, MT ;

URPI, F .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (03) :1047-1049

[8] ESTER-IMINE CONDENSATIONS - PREPARATION OF RACEMIC INTERMEDIATES FOR THE SYNTHESIS OF THE CARBAPENEM ANTIBIOTICS PS-5 AND PS-6 [J].

HA, DC ;

HART, DJ .

JOURNAL OF ANTIBIOTICS, 1987, 40 (03) :309-319

[9] THE ESTER ENOLATE IMINE CONDENSATION ROUTE TO BETA-LACTAMS [J].

HART, DJ ;

HA, DC .

CHEMICAL REVIEWS, 1989, 89 (07) :1447-1465

[10]

IWASAKI G, 1987, TETRAHEDRON LETT, P3257

← 1 2 3 →