AN APPLICATION OF QUINIC ACID TO THE SYNTHESIS OF LINEAR HOMOCHIRAL MOLECULES - A SYNTHESIS OF (+)-NEGAMYCIN

被引：26

作者：

MAYCOCK, CD

BARROS, MT

SANTOS, AG

GODINHO, LS

机构：

[1] UNIV LISBON,FAC CIENCIAS,DEP QUIM,P-1700 LISBON,PORTUGAL

[2] UNIV NOVA LISBOA,FAC CIENCIAS & TECNOL,DEP QUIM,P-2825 MONTE DE CAPARICA,PORTUGAL

[3] CTR TECNOL QUIM & BIOL,P-2780 OEIRAS,PORTUGAL

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 32期

关键词：

D O I：

10.1016/S0040-4039(00)61332-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The use of quinic acid for the synthesis of linear molecules is demonstrated by an efficient stereoselective synthesis of the antibiotic (+)-negamycin.

引用

页码：4633 / 4636

页数：4

共 25 条

[1]

AMADA M, 1970, J ANTIBIOT, V23, P170

[2]

BARTON DHR, 1982, J CHEM SOC PERK T 1, P1541, DOI 10.1039/p19820001541

[3] STEREOSPECIFIC SYNTHESIS OF OPTICALLY PURE QUINIC ACID AND SHIKIMIC ACID FROM D-ARABINOSE [J].

BESTMANN, HJ ;

HEID, HA .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1971, 10 (05) :336-&

[4] A GREATLY IMPROVED PROCEDURE FOR RUTHENIUM TETRAOXIDE CATALYZED OXIDATIONS OF ORGANIC-COMPOUNDS [J].

CARLSEN, PHJ ;

KATSUKI, T ;

MARTIN, VS ;

SHARPLESS, KB .

JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (19) :3936-3938

[5] CHIRAL SYNTHESIS OF D-(+)-2,6-DIDEOXYSTREPTAMINE AND ITS MICROBIAL INCORPORATION INTO NOVEL ANTIBIOTICS [J].

CLEOPHAX, J ;

GERO, SD ;

LEBOUL, J ;

AKHTAR, M ;

BARNETT, JEG ;

PEARCE, CJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (22) :7110-7112

[6] PROTECTION OF HYDROXYL GROUPS AS TERT-BUTYLDIMETHYLSILYL DERIVATIVES [J].

COREY, EJ ;

VENKATESWARLU, A .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (17) :6190-+

[7]

FISCHER HOL, 1921, CHEM BER, V54, P775

[8] SYNTHETIC PRECURSORS OF ADRENALIN TYPE .1. CONVERSION OF QUINIC ACID TO DOPAMINE AND NORADRENALIN [J].

FISCHER, M ;

FRIEDRICHSEN, W ;

GREWE, R ;

HAENDLER, H .

CHEMISCHE BERICHTE-RECUEIL, 1968, 101 (09) :3313-+

[9]

FISCHER M, 1934, HELV CHIM ACTA, V17, P1196

[10] C-13 AND H-1-NMR INVESTIGATIONS OF QUINIC ACID-DERIVATIVES - COMPLETE SPECTRAL ASSIGNMENT AND ELUCIDATION OF PREFERRED CONFORMATIONS [J].

FLORESPARRA, A ;

GUTIERREZAVELLA, DM ;

CONTRERAS, R ;

KHUONGHUU, F .

MAGNETIC RESONANCE IN CHEMISTRY, 1989, 27 (06) :544-555

← 1 2 3 →