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

Agarwal, Aditi ; Rani, Shikha ; Vankar, Yashwant D. (2004) Protic acid (HClO4 supported on silica gel)-mediated synthesis of 2,3-unsaturated-O-glucosides and a chiral furan diol from 2,3-glycals Journal of Organic Chemistry, 69 (18). pp. 6137-6140. ISSN 0022-3263

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Official URL: http://pubs.acs.org/doi/abs/10.1021/jo049415j

Related URL: http://dx.doi.org/10.1021/jo049415j

Abstract

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.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society.
ID Code:58176
Deposited On:31 Aug 2011 06:38
Last Modified:31 Aug 2011 06:38

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