Aromatic crown ethers as phase transfer catalysts in the synthesis of N-acetylglucosamine β-aryl glycosides

被引：12

作者：

Chupakhina, TA

Kur'yanov, VO

Chirva, VY

Grigorash, RY

Kotlyar, SA

Kamalov, GL

机构：

[1] Natl Acad Sci Ukraine, Bogatsky Physicochem Inst, UA-65080 Odessa, Ukraine

[2] Vernadsky Tauric Natl Univ, UA-95007 Simferopol, Ukraine

来源：

RUSSIAN JOURNAL OF BIOORGANIC CHEMISTRY | 2004年 / 30卷 / 03期

关键词：

aryl glycosides; benzocrown ethers; glycosylation; phase transfer catalysis;

D O I：

10.1023/B:RUBI.0000030138.26142.4b

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

The crown ether-catalyzed glycosylation of phenol, 4-methoxyphenol, and 4-nitrophenol was studied under phase transfer conditions in solid-liquid system. The asymmetric dibenzocrown esters are superior to [3.3]dibenzo-18-crown-6 and 15-crown-5 in the catalysis of these reactions.

引用

页码：301 / 303

页数：3

共 10 条

[1]

HORTON D, 1975, METHODS CARBOHYDRATE, V6, P221

[2]

KURYANOV VO, 2001, SCI APPL SEM POISK R, P21

[3]

KURYANOV VO, 2001, KHIM PRIR SOEDIN, P35

[4]

KURYANOV VO, 2001, BIOORG KHIM, V27, P434

[5] THE PREPARATION AND PROPERTIES OF ACETOCHLOROGLUCOSAMINE AND ITS USE IN THE SYNTHESIS OF 2-ACETAMIDO-2-DEOXY-BETA-D-GLUCOSIDES (N-ACETYL-BETA-D-GLUCOSAMINIDES) [J].

LEABACK, DH ;

WALKER, PG .

JOURNAL OF THE CHEMICAL SOCIETY, 1957, (DEC) :4754-4760

[6] STEREOSPECIFIC SYNTHESIS OF ARYL BETA-D-N-ACETYLGLUCOPYRANOSIDES BY PHASE-TRANSFER CATALYSIS [J].

ROY, R ;

TROPPER, F .

SYNTHETIC COMMUNICATIONS, 1990, 20 (14) :2097-2102

[7] CARBOHYDRATE PROTEIN INTERACTIONS - SYNTHESES OF AGGLUTINATION INHIBITORS OF WHEAT-GERM-AGGLUTININ BY PHASE-TRANSFER CATALYSIS [J].

ROY, R ;

TROPPER, FD .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1991, 69 (05) :817-821

[8]

ZEMLYAKOV AE, 1998, 16 MEND SEZD OBSHCH, P58

[9]

ZURABYAN SE, 1969, IAN SSSR KH, P2043

[10]

ZURABYAN SE, 1968, IAN SSSR KH, P1612

← 1 →