Stereoselective Synthesis of 2-Deoxy Glycosides via Iron Catalysis

An Fe-catalyzed 2-deoxy glycosylation method was developed from 3,4 -O-carbonate glycals directly at room temperature. This novel approach enabled facile access to alkyl and aryl 2deoxy glycosides in high yields with exclusive alpha-stereoselectivity, tolerating various alcohols, phenols, and glycals. The synthetic utility and advantage of this strategy have been demonstrated by the modification of six natural products and the construction of a tetrasaccharide.

Automated summary

An Fe-catalyzed 2-deoxy glycosylation method was developed using 3,4-O-carbonate glycals, providing easy access to alkyl and aryl 2-deoxy glycosides with high yields and exclusive alpha-stereoselectivity. This strategy demonstrated its synthetic utility and advantage through the modification of six natural products and the construction of a tetrasaccharide.