A general metal-free approach for the stereoselective synthesis of C-glycals from unactivated alkynes
2014 ◽
Vol 10
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pp. 2649-2653
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A novel metal-free strategy for a rapid and α-selctive C-alkynylation of glycals was developed. The reaction utilizes TMSOTf as a promoter to generate in situ trimethylsilylacetylene for C-alkynylation. Thanks to this methodology, we can access C-glycosides in a single step from a variety of acetylenes , i.e., arylacetylenes and most importantly aliphatic alkynes.