Carbohydrate research

Synthesis of 3′-C-substituted thymidine derivatives by free-radical techniques: scope and limitations

D Horton, K Chen, Z No, HC Lee

Index: Horton, Derek; Chen, Kuangmin; No, Zaesung; Lee, Howard C. Carbohydrate Research, 2007 ,  vol. 342,  # 2  p. 259 - 267

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Citation Number: 2

Abstract

The scope and limitations of radical-mediated 3′-C-substitution of pyrimidine nucleosides was evaluated with 5′-O-(tert-butyldimethylsilyl) thymidine or its tert-butyldiphenylsilyl analogue having thionoester or thionoamide groups at O-3′, including (methylthio) thiocarbonyl,(phenoxy) thiocarbonyl,(pentafluorophenoxy) thiocarbonyl, and (1-imidazolyl) thiocarbonyl. Their reaction with acrylonitrile, methyl acrylate, and allyltributyltin under ...