3 years ago

Gold(I)-Catalyzed Direct Stereoselective Synthesis of Deoxyglycosides from Glycals

Gold(I)-Catalyzed Direct Stereoselective Synthesis of Deoxyglycosides from Glycals
Abhijit Sau, M. Carmen Galan, Carlos Palo-Nieto
Au(I) in combination with AgOTf enables the unprecedented direct and α-stereoselective catalytic synthesis of deoxyglycosides from glycals. Mechanistic investigations suggest that the reaction proceeds via Au(I)-catalyzed hydrofunctionalization of the enol ether glycoside. The room temperature reaction is high yielding and amenable to a wide range of glycal donors and OH nucleophiles.

Publisher URL: http://dx.doi.org/10.1021/jacs.7b08898

DOI: 10.1021/jacs.7b08898

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