Use of 2-ethoxy-1-(ethoxycarbonyl)-1,2-dihydroquinoline as a convenient reagent for the selective protection or derivatization of 2-hydroxycarboxylic acids

被引：19

作者：

Hyun, MH ^{[1
]}

Kang, MH

Han, SC

机构：

[1] Pusan Natl Univ, Dept Chem, Pusan 609735, South Korea

[2] Pusan Natl Univ, Chem Inst Funct Mat, Pusan 609735, South Korea

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 17期

关键词：

2-ethoxy-1-(ethoxycarbonyl)-1,2-dihydroquinoline (EEDQ); 2-hydroxycarboxylic acids and derivatives; carbonates;

D O I：

10.1016/S0040-4039(99)00509-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

EEDQ has been utilized as a convenient reagent for the selective protection of the hydroxy group of 2-hydroxycarboxylic acids. In the presence of an appropriate amine nucleophile, EEDQ has also been utilized as a reagent for the derivatization of both of the hydroxy and carboxylic acid group of 2-hydroxycarboxylic acids. (C) 1999 Elsevier science Ltd. All rights reserved.

引用

页码：3435 / 3438

页数：4

共 12 条

[1] Enzymatic resolution of chiral 2-hydroxy carboxylic acids by enantioselective oxidation with molecular oxygen catalyzed by the glycolate oxidase from spinach (Spinacia oleracea) [J].

Adam, W ;

Lazarus, M ;

Boss, B ;

SahaMoller, CR ;

Humpf, HU ;

Schreier, P .

JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (22) :7841-7843

[2]

[Anonymous], 1991, PROTECTIVE GROUPS OR

[3] N-CARBOXYLIC ACID ESTERS OF 1,2- AND 1,4-DIHYDROQUINOLINES . A NEW CLASS OF IRREVERSIBLE INACTIVATORS OF CATECHOLAMINE ALPHA RECEPTORS AND POTENT CENTRAL NERVOUS SYSTEM DEPRESSANTS [J].

BELLEAU, B ;

MARTEL, R ;

LACASSE, G ;

MENARD, M ;

WEINBERG, NL ;

PERRON, YG .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1968, 90 (03) :823-&

[4]

Coppola G.M., 1997, ALPHA HYDROXY ACIDS

[5]

Hyun MH, 1998, B KOR CHEM SOC, V19, P1392

[6]

Hyun MH, 1998, HRC-J HIGH RES CHROM, V21, P464

[7]

Hyun MH, 1998, HRC-J HIGH RES CHROM, V21, P69

[8]

Hyun MH, 1996, J CHROMATOGR A, V732, P209

[9] Protecting groups [J].

Jarowicki, K ;

Kocienski, P .

CONTEMPORARY ORGANIC SYNTHESIS, 1997, 4 (06) :454-492

[10]

Kocienski P.J., 1994, PROTECTING GROUPS

← 1 2 →