Acid catalyzed rearrangement of vinyl and ketene acetals |
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| Authors: | Elżbieta Maziarz Bartłomiej Furman |
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| Affiliation: | Institute of Organic Chemistry of the Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland |
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| Abstract: | Substituted vinyl and ketene acetals undergo smooth oxygen-to-carbon rearrangement with a catalytic amount of TMSOTf to afford chain-extended ketones or esters, respectively. The developed procedure has been applied to the stereoselective synthesis of C-glycosides from the corresponding anomeric vinyl ethers. |
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| Keywords: | Lewis acids TMSOTf-catalyzed rearrangement Vinyl ethers C-Glycosides |
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