Synthesis of (1→6)-C-oligogalactosides by iterative Wittig olefination

被引：34

作者：

Dondoni, A ^{[1
]}

Kleban, M ^{[1
]}

Zuurmond, H ^{[1
]}

Marra, A ^{[1
]}

机构：

[1] Univ Ferrara, Dipartmento Chim, Chim Organ Lab, I-44100 Ferrara, Italy

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 43期

关键词：

carbohydrates; phosphonium salts; Wittig reactions;

D O I：

10.1016/S0040-4039(98)01739-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Carbon-linked beta-D-(l-->6)-di-, tri- and tetragalactopyranosides have been synthesized by an iterative Wittig olefination employing a galactosylmethylene phosphorane as building block, (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：7991 / 7994

页数：4

共 13 条

[1] DIETRICH H, 1994, LIEBIGS ANN CHEM, P975
[2] Synthesis of alpha- and beta-D-(1->-6)-C-disaccharides by Wittig olefination of formyl C-glycosides with glycopyranose 6-phosphoranes
Dondoni, A
Zuurmond, HM
Boscarato, A
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (23) : 8114 - 8124
[3] EFFICACIOUS MODIFICATION OF THE PROCEDURE FOR THE ALDEHYDE RELEASE FROM 2-SUBSTITUTED THIAZOLES
DONDONI, A
MARRA, A
PERRONE, D
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (01) : 275 - 277
[4] DONDONI A, 1994, J ORG CHEM, V59, P404
[5] PREFERRED CONFORMATION OF C-GLYCOSIDES .10. SYNTHESIS AND CONFORMATIONAL-ANALYSIS OF CARBON TRISACCHARIDES
HANEDA, T
GOEKJIAN, PG
KIM, SH
KISHI, Y
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (02) : 490 - 498
[6] CARBOHYDRATE-PROTEIN INTERACTIONS - BASIS OF GLYCOBIOLOGY
LEE, YC
LEE, RT
[J]. ACCOUNTS OF CHEMICAL RESEARCH, 1995, 28 (08) : 321 - 327
[7] THE USE OF SELENOPHENYL GALACTOPYRANOSIDES FOR THE SYNTHESIS OF ALPHA-(1-]4)-DISACCHARIDES AND BETA-(1-]4)-C-DISACCHARIDES
MALLET, A
MALLET, JM
SINAY, P
[J]. TETRAHEDRON-ASYMMETRY, 1994, 5 (12) : 2593 - 2608
[8] PROTECTIVE EFFECTS OF OLIGOSACCHARIDES IN P-SELECTIN-DEPENDENT LUNG INJURY
MULLIGAN, MS
PAULSON, JC
DEFREES, S
ZHENG, ZL
LOWE, JB
WARD, PA
[J]. NATURE, 1993, 364 (6433) : 149 - 151
[9] 1,2-cis-C-glycoside synthesis by samarium diiodide-promoted radical cyclizations
Skrydstrup, T
Mazeas, D
Elmouchir, M
Doisneau, G
Riche, C
Chiaroni, A
Beau, JM
[J]. CHEMISTRY-A EUROPEAN JOURNAL, 1997, 3 (08) : 1342 - 1356
[10] The synthesis of C-trisaccharides exploiting the stereochemical diversity of a central sugar
Sutherlin, DP
Armstrong, RW
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (40) : 9802 - 9803

← 1 2 →