Synthesis of 2-(hydroxymethyl)-1β-methylcarbapenem.: Chemoselective organometallic addition to 3-substituted 4-[(R)-1-carboxyethyl]azetidin-2-one

被引：8

作者：

Hu, XE ^{[1
]}

Demuth, TP ^{[1
]}

机构：

[1] Procter & Gamble Pharmaceut, Mason, OH 45040 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1998年 / 63卷 / 05期

关键词：

D O I：

10.1021/jo9716845

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[No abstract available]

引用

页码：1719 / 1723

页数：5

共 30 条

[1] EFFICIENT SYNTHESIS OF BROMOMETHYLTRIBUTYLTIN AND IODOMETHYLTRIBUTYLTIN [J].

AHMAN, J ;

SOMFAI, P .

SYNTHETIC COMMUNICATIONS, 1994, 24 (08) :1117-1120

[2] CERIUM(III) CHLORIDE REMARKABLY INCREASES THE RATES OF FORMATION AND YIELDS OF KETONES IN THE REACTION OF LITHIUM CARBOXYLATES WITH ORGANOLITHIUMS [J].

AHN, Y ;

COHEN, T .

TETRAHEDRON LETTERS, 1994, 35 (02) :203-206

[3]

ARNOULD JC, 1992, ADV CHEM ANTIINFECTI

[4] SYNTHESIS OF TERREIN, A METABOLITE OF ASPERGILLUS-TERREUS [J].

AUERBACH, J ;

WEINREB, SM .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1974, (08) :298-299

[5] SYNTHESIS OF 7-OXO-1-AZABICYCLO[3.2.0]HEPT-2-ENE-2-CARBOXYLATES - OLIVANIC ACID RING-SYSTEM [J].

BAXTER, AJG ;

DICKINSON, KH ;

ROBERTS, PM ;

SMALE, TC ;

SOUTHGATE, R .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1979, (05) :236-237

[6] Preparations of two pivotal intermediates for the synthesis of 1-beta-methyl carbapenem antibiotics [J].

Berks, AH .

TETRAHEDRON, 1996, 52 (02) :331-375

[7]

CHRISTENSEN BG, 1987, Patent No. 4680292

[8] DUAL-ACTION PENEMS AND CARBAPENEMS [J].

CORRAZ, AJ ;

DAX, SL ;

DUNLAP, NK ;

GEORGOPAPADAKOU, NH ;

KEITH, DD ;

PRUESS, DL ;

ROSSMAN, PL ;

THEN, R ;

UNOWSKY, J ;

WEI, CC .

JOURNAL OF MEDICINAL CHEMISTRY, 1992, 35 (10) :1828-1839

[9] STRUCTURE-ACTIVITY-RELATIONSHIPS IN THE 2-ARYLCARBAPENEM SERIES - SYNTHESIS OF 1-METHYL-2-ARYLCARBAPENEMS [J].

GUTHIKONDA, RN ;

CAMA, LD ;

QUESADA, M ;

WOODS, MF ;

SALZMANN, TN ;

CHRISTENSEN, BG .

JOURNAL OF MEDICINAL CHEMISTRY, 1987, 30 (05) :871-880

[10] MILD CLEAVAGE OF METHOXYMETHYL (MOM) ETHERS WITH TRIMETHYLSILYL BROMIDE [J].

HANESSIAN, S ;

DELORME, D ;

DUFRESNE, Y .

TETRAHEDRON LETTERS, 1984, 25 (24) :2515-2518

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