Chemoselective Acylation of Nucleosides.

Yu Tang, Rebecca L Grange, Oliver D Engl, Scott J Miller

Chemistry (Weinheim an der Bergstrasse, Germany) 2022 Jul 26

filter terms:

Acylated nucleoside analogues play an important role in medicinal chemistry and are extremely useful precursors to various other nucleoside analogues. However, chemoselective acylation of nucleosides usually requires several protection and deprotection steps due to the competing nucleophilicity of hydroxy and amino groups. In contrast, direct protecting-group-free chemoselective acylation of nucleosides is a preferred strategy due to lower cost and fewer overall synthetic steps. Herein, a simple and efficient chemoselective acylation of nucleosides and nucleotides under mild reaction conditions, giving either O- or N-acylated products respectively with excellent chemoselectivity is reported. © 2022 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH.

Citation

Yu Tang, Rebecca L Grange, Oliver D Engl, Scott J Miller. Chemoselective Acylation of Nucleosides. Chemistry (Weinheim an der Bergstrasse, Germany). 2022 Jul 26;28(52):e202201661