Enhanced stereoselectivity in internucleotidic bond formation by the use of the chiral ribose moiety of thymidine

…, K Kumura, JC Bologna, M Sekine

Index: Seio, Kohji; Kumura, Kou; Bologna, Jean-Charles; Sekine, Mitsuo Journal of Organic Chemistry, 2003 , vol. 68, # 10 p. 3849 - 3859

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Citation Number: 14

Abstract

This paper deals with the synthesis of new cyclic thymidine 3'-phosphoramidite building blocks having a covalent linker between the trityl type 5'-hydroxyl protecting group and the phosphorus atom attached to the 3'-hydroxyl group of thymidine. The ring structures were designed to reduce the conformational freedom around the phosphorus center so that the stereoselectivity in the internucleotide linkage formation would be improved. The linkers ...