Methylation of nucleosides with trimethylsulfonium hydroxide. Effects of transition metal ions

K Yamauchi, T Nakagima…

Index: Yamauchi, Kiyoshi; Nakagima, Toru; Kinoshita, Masayoshi Journal of Organic Chemistry, 1980 , vol. 45, # 19 p. 3865 - 3868

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Citation Number: 18

Abstract

The effect of transition metal acetylacetonates [M (AA),] on the methylation of ribo-and deoxyribonucleosides with trimethylsulfonium hydroxide was studied. With ribonucleosides the metal complexes promoted@-methylation at the 2'and 3'positions of the ribosyl group. A comparable effect was not observed in methylation of deoxyribonucleosides. These results are attributed to an increase in the nucleophilicity of the 2'-OH and 3'-OH groups of the ...