Tetrahedron Letters

A novel synthesis of 4′-thionucleosides and a potential stereospecific route to pyrimidine nucleosides

JA Miller, AW Pugh, GM Ullah, C Gutteridge

Index: Miller; Pugh; Ullah; Gutteridge Tetrahedron Letters, 2000 , vol. 41, # 51 p. 10099 - 10105

Full Text: HTML

Citation Number: 8

Abstract

Starting with the l-ascorbate derived epoxide 1, a di-t-butyl dithioacetal cyclisation route to 2′-deoxy-4′-thionucleosides has been developed. Based on an intermediate in this route, a novel and stereospecific route to α-or β-pyrimidine nucleosides has been conceived, but its implementation failed at a key ring-closure step.