Tetrahedron letters

β-Anomer selectivity in 2′-deoxynucleoside synthesis: A novel approach using an acyl carbamate directing group

RJ Young, S Shaw-Ponter, GW Hardy, G Mills

Index: Young, Robert J.; Shaw-Ponter, Sue; Hardy, George W.; Mills, Gail Tetrahedron Letters, 1994 , vol. 35, # 46 p. 8687 - 8690

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Citation Number: 31

Abstract

Abstract Glycosylation of silylated pyrimidines using a phenyl 2-deoxy-3-O-(N-benzoyl) carbamoyl-1-thio-D-erythro-pentofuranoside yielded 2-deoxy-β-ribonucleosides in good yields with excellent anomeric selectivity. This prototype 3-O-carbamate directing group was readily formed and removed in high yields.