New Progress in the Chemical Synthesis of O-Glycosides of 2-Amino-2-deoxy-D-glucose

被引：0

作者：

Zhang, Lei ^{[1
]}

Ding, Ning ^{[2
]}

Zhang, Wei ^{[2
]}

Wang, Peng ^{[1
]}

Li, Yingxia ^{[2
]}

机构：

[1] Ocean Univ China, Sch Pharm, Qingdao 266003, Peoples R China

[2] Fudan Univ, Sch Pharm, Shanghai 201203, Peoples R China

来源：

CHINESE JOURNAL OF ORGANIC CHEMISTRY | 2011年 / 31卷 / 10期

关键词：

2-amino-2-deoxy-D-glucose; glycosylation; leaving group; protecting group; promoter; OLIGOSACCHARIDE SYNTHESIS; BETA-GLYCOSIDES; GLYCOSYLATION; DERIVATIVES; PROTECTION; GLUCOSAMINE; PHOSPHITE; DISACCHARIDES; CARBOHYDRATE; ACTIVATION;

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

2-Amino-2-deoxyglucose which is widely distributed in organisms is becoming more and more important in glycochemistry and glycobiology. The recent studies of the chemical synthesis of O-glycosides of glucosamine are reviewed, mainly focusing on some new application of anomeric leaving groups, protecting groups and promoters.

引用

页码：1553 / 1562

页数：10

共 60 条

[51] FeCl3-catalyzed α-glycosidation of glycosamine pentaacetates [J].

Wei, Guohua ;

Lv, Xun ;

Du, Yuguo .

CARBOHYDRATE RESEARCH, 2008, 343 (18) :3096-3099

[52] Factors affecting stereocontrol during glycosidation of 2,3-oxazolidinone-protected 1-tolylthio-N-acetyl-D-glucosamine [J].

Wei, P ;

Kerns, RJ .

JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (10) :4195-4198

[53]

Wittmann V, 2002, EUR J ORG CHEM, V2002, P1363

[54] An Efficient Route toward 2-Amino-β-D-galacto- and -glucopyranosides via Stereoselective Michael-Type Addition of 2-Nitroglycals [J].

Xue, Weihua ;

Sun, Jiansong ;

Yu, Biao .

JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (14) :5079-5082

[55] Dialkylphosphates as stereodirecting protecting groups in oligosaccharide synthesis [J].

Yamada, Takeshi ;

Takemura, Kazunobu ;

Yoshida, Jun-ichi ;

Yamago, Shigeru .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (45) :7575-7578

[56] A highly α-selective glycosylation for the convenient synthesis of repeating α-(1→4)-linked N-acetyl-galactosamine units [J].

Yang, Lin ;

Ye, Xin-Shan .

CARBOHYDRATE RESEARCH, 2010, 345 (12) :1713-1721

[57] N-dimethylphosphoryl-protected glucosamine trichloroacetimidate as an effective glycosylation donor [J].

Yang, You ;

Yu, Biao .

TETRAHEDRON LETTERS, 2007, 48 (26) :4557-4560

[58] UBER GLUCOSAMINIDE [J].

ZERVAS, L ;

KONSTAS, S .

CHEMISCHE BERICHTE-RECUEIL, 1960, 93 (02) :435-446

[59] Programmable one-pot oligosaccharide synthesis [J].

Zhang, ZY ;

Ollmann, IR ;

Ye, XS ;

Wischnat, R ;

Baasov, T ;

Wong, CH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (04) :734-753

[60] OXAZOLINE SYNTHESIS OF 1,2-TRANS-2-ACETAMIDO-2-DEOXYGLCOSIDES [J].

ZURABYAN, SE ;

VOLOSYUK, TP ;

KHORLIN, AJ .

CARBOHYDRATE RESEARCH, 1969, 9 (02) :215-&

← 1 2 3 4 5 6 →