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Gold(I)-Catalyzed Stereoselective Synthesis of Deoxyglycosides
Gold(I)-Catalyzed Direct Stereoselective Synthesis of Deoxyglycosides from Glycals.
J. Am. Chem. Soc. 2017;
15 December 2017 (online)
Deoxyhexose structures can be found in a wide range of natural products. The authors have developed an α-stereoselective catalytic synthesis of deoxyglycosides from glycals by using Au(I)/AgOTf.
The reaction can be applied to a broad range of glycals and alcohols to give α-deoxyglycosides in high yields and with excellent selectivity. The utility of the reaction was demonstrated by the synthesis of oligosaccharides through the coupling reaction followed by deprotection.