Stereoselective <i>C</i>-Glycoside Formation by a Rhodium(I)-Catalyzed 1,4-Addition of Arylboronic Acids to Acetylated Enones Derived from Glycals

Abstract

[reaction: see text] A new method for the formation of C-glycosides has been developed employing a cationic rhodium(I)-catalyzed 1,4-addition of arylboronic acids to enones derived from glycals. The reaction is stereoselective for the alpha-anomer and is highly dependent on the nature of the rhodium catalyst.