Highly Stereoselective Synthesis of 2′-Deoxy-α-ribonucleosides and 2-Deoxy-α-C-ribofuranosides by Remote Stereocontrolled Glycosylation

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Abstract
A new and efficient method for catalytic highly α-selective N- and C-glycosylations of 2-deoxyribose derivative with various trimethylsilylated nucleophiles was successfully developed by utilizing effective remote stereocontrol with 5-O-diethylthio carbamoyl directing group. Several 2′-deoxy-α-ribonucleosides and precursors of its C-analogues were prepared in good yields with high stereoselectivities.