%0 Journal Article %A Qin, Tao %A Li, Jian-Ping %A Xie, Ming-Sheng %A Qu, Gui-Rong %A Guo, Hai-Ming %D 2018 %T Synthesis of Chiral Acyclic Nucleosides by Sharpless Asymmetric Dihydroxylation: Access to Cidofovir and Buciclovir %U https://acs.figshare.com/articles/journal_contribution/Synthesis_of_Chiral_Acyclic_Nucleosides_by_Sharpless_Asymmetric_Dihydroxylation_Access_to_Cidofovir_and_Buciclovir/7427483 %R 10.1021/acs.joc.8b02442.s001 %2 https://acs.figshare.com/ndownloader/files/13752956 %K alkenylpurine %K Access %K utility %K synthesis %K ee %K dihydroxylation %K side chains %K method %K Buciclovir %K Synthesi %K enantioselectivitie %K Cidofovir %K chiral acyclic nucleosides %K hydroxyl groups %K Sharpless Asymmetric Dihydroxylation %K yield %K Chiral Acyclic Nucleosides %K allylpyrimidine %X An efficient method to construct chiral acyclic nucleosides via Sharpless asymmetric dihydroxylation of N-allylpyrimidines or N-alkenylpurines is reported. A range of chiral acyclic nucleosides with two adjacent hydroxyl groups present on the side chains could be produced in good yields (up to 97% yield) and excellent enantioselectivities (90–99% ee). The synthetic utility of the reaction was demonstrated by the catalytic asymmetric synthesis of (S)-Cidofovir and (R)-Buciclovir. %I ACS Publications