Yadav, Jhillu S. ; Reddy, B. V. S. ; Sreenivas, Mende ; Satheesh, G. (2007) Indium(III) chloride/water: a versatile catalytic system for the synthesis of C-furyl glycosides and trihydroxyalkyl furan derivatives Synthesis, 2007 (11). pp. 1712-1716. ISSN 0039-7881
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Official URL: http://www.thieme-connect.com/ejournals/abstract/s...
Related URL: http://dx.doi.org/10.1055/s-2007-966056
Abstract
Hexose sugars undergo smooth coupling with 1,3-diketones and β-keto esters in the presence of 10 mol% of indium(III) chloride in water at 80°C to furnish C-furyl glycosides in excellent yields, whereas pentose sugars produce trihydroxyalkyl-substituted furan derivatives with high selectivity. The reactions of cyclic ketones such as cyclohexane-1,3-dione or dimedone with d-glucose in acetonitrile at 80°C gave the corresponding tetrahydrobenzofuranyl glycosides derivatives.
Item Type: | Article |
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Source: | Copyright of this article belongs to Thieme Medical Publishers. |
Keywords: | Aldose; Indium(III) Reagents; 1,3-diones; (Trihydroxyalkyl)Furan; C-glycosidation |
ID Code: | 63098 |
Deposited On: | 28 Sep 2011 03:34 |
Last Modified: | 28 Sep 2011 03:34 |
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