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Synthesis 2012; 44(12): 1841-1848
DOI: 10.1055/s-0031-1289763
DOI: 10.1055/s-0031-1289763
special topic
An Efficient Copper-Catalyzed Three-Component Synthesis of 3-C-Linked Glycosyl Iminocoumarins
Further Information
Publication History
Received: 03 April 2012
Accepted: 10 April 2012
Publication Date:
10 May 2012 (online)
Abstract
An efficient general strategy was developed for the synthesis of previously unknown 3-C-linked glycosyl iminocoumarins. The strategy involves a copper-catalyzed multicomponent reaction of sugar-derived alkynes with tosyl azide and salicylaldehyde to give a diverse array of glycosyl iminocoumarins in good yields. These compounds can serve as appropriate precursors for the synthesis of the corresponding coumarin 3-C-glycosides.
Key words
multicomponent reactions - copper - alkynes - azides - glycosides - glycosylations - heterocyclesSupporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synthesis.
- Supporting Information
-
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For general reviews on glycosides, see:
For recent reviews on C-glycoside biology and biosynthesis, see:
For selected reviews and papers on coumarin derivatives and their biological applications, see:
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For selected papers and reviews on multicomponent reactions, see:
For recent reviews, see: