Stereoselective synthesis of α-glucosides from 3-O-propargyl protected glucal exploiting the alkynophilicity of AuCl3

被引：52

作者：

Kashyap, S ^{[1
]}

Hotha, S ^{[1
]}

机构：

[1] Natl Chem Lab, Div Organ Chem Synth, Combi Chem Bio Resource Ctr, Pune 411008, Maharashtra, India

来源：

TETRAHEDRON LETTERS | 2006年 / 47卷 / 12期

关键词：

D O I：

10.1016/j.tetlet.2006.01.048

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The stereoselective synthesis of 2,3-unsaturated alpha-D-glucosides by the S(N)2' addition of diverse aglycones onto 4,6-di-O-benzyl-3-O-propargyl glucal was achieved using a catalytic quantity of AuCl3. The Au catalyzed reaction was explored using various aliphatic, aromatic, alicyclic and monosaccharide aglycones. The current protocol tolerates diverse functional groups and is highly stereoselective, fast, catalytic and mild. (c) 2006 Elsevier Ltd. All rights reserved.

引用

页码：2021 / 2023

页数：3

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