STEREOSELECTIVE SYNTHESIS OF BETA-LACTAMS BY CONDENSATION OF TITANIUM ENOLATES OF 2-PYRIDYLTHIOESTERS WITH IMINES BEARING A CHIRAL AUXILIARY

被引：12

作者：

ANNUNZIATA, R

BENAGLIA, M

CINQUINI, M

COZZI, F

RAIMONDI, L

机构：

[1] UNIV MILAN,CTR CNR,VIA CAMILLO GOLGI 19,I-20133 MILAN,ITALY

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

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 43期

关键词：

D O I：

10.1016/S0040-4039(00)91831-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Addition of the titanium enolates of 2-pyridylthioesters lo imines featuring easily removable chiral auxiliaries affords beta-lactams in a highly stereoselective fashion

引用

页码：6921 / 6924

页数：4

共 24 条

[1] STEREOSELECTIVE SYNTHESIS OF BETA-LACTAMS BY CONDENSATION OF TITANIUM ENOLATES OF 2-PYRIDYL THIOESTERS WITH IMINES [J].

ANNUNZIATA, R ;

CINQUINI, M ;

COZZI, F ;

COZZI, PG .

JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (15) :4155-4162

[2] STUDIES ON LACTAMS .87. STEREOREGULATED SYNTHESIS OF BETA-LACTAMS FROM SCHIFF-BASES DERIVED FROM THREONINE ESTERS [J].

BOSE, AK ;

MANHAS, MS ;

VANDERVEEN, JM ;

BARI, SS ;

WAGLE, DR .

TETRAHEDRON, 1992, 48 (23) :4831-4844

[3] PREPARATION OF 3-AMINO-4-(HYDROXYMETHYL)AZETIDIN-2-ONES FROM THE REACTION OF GLYCINE ENOLATES WITH IMINES OF A GLYCOALDEHYDE [J].

BROWN, MJ ;

OVERMAN, LE .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (05) :1933-1936

[4]

BROWN MJ, 1989, HETEROCYCLES, V29, P2225

[5] MILD AND CONVENIENT ONE-POT SYNTHESIS OF BETA-LACTAMS BY CONDENSATION OF TITANIUM ENOLATES OF 2-PYRIDYLTHIOESTERS WITH IMINES [J].

CINQUINI, M ;

COZZI, F ;

COZZI, PG ;

CONSOLANDI, E .

TETRAHEDRON, 1991, 47 (41) :8767-8774

[6] ENANTIOSELECTIVE MICHAEL REACTIONS - DIASTEREOSELECTIVE REACTIONS OF CHLOROTITANIUM ENOLATES OF CHIRAL N-ACYLOXAZOLIDINONES WITH REPRESENTATIVE ELECTROPHILIC OLEFINS [J].

EVANS, DA ;

BILODEAU, MT ;

SOMERS, TC ;

CLARDY, J ;

CHERRY, D ;

KATO, Y .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (20) :5750-5752

[7]

FARINA V, 1992, SYNLETT, P761

[8] RING-CHAIN TAUTOMERISM IN OXAZOLIDINES [J].

FULOP, F ;

PIHLAJA, K ;

NEUVONEN, K ;

BERNATH, G ;

ARGAY, G ;

KALMAN, A .

JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (07) :1967-1969

[9] GALACTOSE-IMINES IN THE STAUDINGER REACTION [J].

GEORG, GI ;

AKGUN, E ;

MASHAVA, PM ;

MILSTEAD, M ;

PING, H ;

WU, ZJ ;

VANDERVELDE, D ;

TAKUSAGAWA, F .

TETRAHEDRON LETTERS, 1992, 33 (16) :2111-2114

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

HART, DJ ;

HA, DC .

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

← 1 2 3 →