Stereoselective chemical 1,2-cis O-glycosylation:: From 'sugar ray' to modern techniques of the 21st century

被引：264

作者：

Demchenko, AV ^{[1
]}

机构：

[1] Univ Missouri, Dept Chem & Biochem, St Louis, MO 63121 USA

来源：

SYNLETT | 2003年 / 09期

关键词：

carbohydrates; new methods; glycosylation; oligosaccharides; stereoselective synthesis; glycoconjugates;

D O I：

10.1055/s-2003-40349

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The aim of this account is to discuss the accomplishments made in the area of the stereoselective O-glycosidic bond formation. Particularly, the account is focused on glycosylation methods for the synthesis of 1,2-cis glycosides.

引用

页码：1225 / 1240

页数：16

共 361 条

[1]

Adinolfi M, 2002, SYNLETT, P269

[2] Efficient activation of armed glycosyl trichloroacetimidates with Sm(OTf)3 in the stereoselective glycosidation of saccharidic acceptors [J].

Adinolfi, M ;

Barone, G ;

Guariniello, L ;

Iadonisi, A .

TETRAHEDRON LETTERS, 2000, 41 (46) :9005-9008

[3]

Allen JR, 2000, CHEM-EUR J, V6, P1366, DOI 10.1002/(SICI)1521-3765(20000417)6:8<1366::AID-CHEM1366>3.3.CO

[4]

2-B

[5]

Aloui M, 2002, CHEM-EUR J, V8, P2608, DOI 10.1002/1521-3765(20020603)8:11<2608::AID-CHEM2608>3.0.CO

[6]

2-4

[7]

Aloui M, 2001, SYNLETT, P797

[8] SYNTHESIS OF 1,2-CIS-LINKED GLYCOSIDES USING DIMETHYL(METHYLTHIO)SULFONIUM TRIFLATE AS PROMOTER AND THIOGLYCOSIDES AS GLYCOSYL DONORS [J].

ANDERSSON, F ;

FUGEDI, P ;

GAREGG, PJ ;

NASHED, M .

TETRAHEDRON LETTERS, 1986, 27 (33) :3919-3922

[9] α-glucosaminide synthesis:: exercising stereocontrol at C1 or C2 via torsional effects or DeShong nucleophiles [J].

Anilkumar, G ;

Nair, LG ;

Olsson, L ;

Daniels, JK ;

Fraser-Reid, B .

TETRAHEDRON LETTERS, 2000, 41 (40) :7605-7608

[10]

AOKI S, 1994, METHOD ENZYMOL, V247, P193

← 1 2 3 4 5 6 7 8 9 10 →