A new strategy to construct acyclic nucleosides via Ag(I)-catalyzed addition of pronucleophiles to 9-allenyl-9H-purines.
A new strategy to construct acyclic nucleosides with diverse side chains was developed. With Ag(I) salts as catalysts, the hydrocarboxylation, hydroamination, and hydrocarbonation reactions proceeded well, affording acyclic nucleosides in good yields (41 examples, 60-98% yields). Meanwhile, these reactions exhibited high chemoselectivities and E-selectivities.
Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, School of Chemistry and Chemical Engineering, Henan Normal University , Xinxiang, Henan 453007, P. R. China.
Tao
T
Wei
Ming-Sheng
MS
Xie
Gui-Rong
GR
Qu
Hong-Ying
HY
Niu
Hai-Ming
HM
Guo
D000586:Amination; D002384:Catalysis; D015394:Molecular Structure; D009705:Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry*; D011687:Purines / Q000737:chemistry*; D012834:Silver / Q000737:chemistry*
D009705:Nucleosides; D011687:Purines; D012834:Silver; C030985:purine