Protic acid (HClO4 supported on silica gel)-mediated synthesis of 2,3-unsaturated-O-glucosides and a chiral furan diol from 2,3-glycals

被引：140

作者：

Agarwal, A ^{[1
]}

Rani, S ^{[1
]}

Vankar, YD ^{[1
]}

机构：

[1] Indian Inst Technol, Dept Chem, Kanpur 208016, Uttar Pradesh, India

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2004年 / 69卷 / 18期

关键词：

D O I：

10.1021/jo049415j

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Perchloric acid supported on silica gel acts as an excellent reagent system in converting glucals into 2,3-unsaturated-O-glucosides in good to excellent yields in short reaction time with good a selectivity. Primary, secondary, and allylic alcohols, phenols, and thiols react with 3,4,6-tri-O-acetyl glucal with equal ease. In addition to this, a chiral furan diol is obtained from unprotected D-glucal or D-galactal in good yields.

引用

页码：6137 / 6140

页数：4

共 56 条

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