Synthesis of C-Disaccharides through a One-Pot Alkynol Cycloisomerization-Reductive Deoxygenation

被引：5
|
作者：
Narute, Sachin B. [1 ]
Rout, Jeetendra Kumar [1 ]
Ramana, Chepuri V. [1 ]
机构：
[1] CSIR, Natl Chem Lab, Div Organ Chem, Pune 411008, Maharashtra, India
来源：
CHEMISTRY-A EUROPEAN JOURNAL | 2013年 / 19卷 / 45期
关键词：
carbohydrates; C-disaccharides; epoxide-alkyne coupling; gold catalysis; reductive deoxygenation; RING-CLOSING METATHESIS; GOLD-CATALYZED CYCLIZATION; TYPE-2; DIABETES-MELLITUS; MYCOBACTERIAL CELL-WALL; STEREOSELECTIVE-SYNTHESIS; BIOLOGICAL EVALUATION; EFFICIENT SYNTHESIS; LINKED-DISACCHARIDES; GLYCOSIDE SYNTHESIS; VINYL CARBANIONS;
D O I：
10.1002/chem.201302252
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A sweet disposition: Simple protocols for the synthesis of (1→1)- and (1→6)-linked C-disaccharides have been developed (see scheme). A one-pot Au-catalyzed alkynol cycloisomerization followed by BF3×Et 2O, Et3SiH reduction has been established as the key reaction for C-disaccharide synthesis including all possible pyran-pyran, furan-furan, and pyran-furan combinations. © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码：15109 / 15114
页数：6
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