title: A rapid and divergent access to chiral azacyclic nucleoside analogues via highly enantioselective 1,3-dipolar cycloaddition of β-nucleobase substituted acrylates.
abstract: A rapid and divergent access to chiral azacyclic nucleoside analogues has been established via highly exo-selective and enantioselective 1,3-dipolar cycloaddition of azomethine ylides with β-nucleobase substituted acrylates. Using 1 mol% of a chiral copper complex, various chiral azacyclic nucleoside analogues were obtained in high yields, excellent exo-selectivities and enantioselectivities (98 to >99% ee).
authors.affiliation: 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, China. quguir@sina.com guohm518@hotmail.com.
authors.forename: Qi-Liang
authors.initials: QL
authors.lastname: Yang
authors.forename: Ming-Sheng
authors.initials: MS
authors.lastname: Xie
authors.forename: Chao
authors.initials: C
authors.lastname: Xia
authors.forename: Huan-Li
authors.initials: HL
authors.lastname: Sun
authors.forename: Dan-Jie
authors.initials: DJ
authors.lastname: Zhang
authors.forename: Ke-Xin
authors.initials: KX
authors.lastname: Huang
authors.forename: Zhen
authors.initials: Z
authors.lastname: Guo
authors.forename: Gui-Rong
authors.initials: GR
authors.lastname: Qu
authors.forename: Hai-Ming
authors.initials: HM
authors.lastname: Guo
mesh_terms: D000179:Acrylates / Q000737:chemistry*; D001391:Azo Compounds / Q000737:chemistry*; D003500:Cyclization; D007700:Kinetics; D009705:Nucleosides / Q000737:chemistry*; D013237:Stereoisomerism; D013379:Substrate Specificity; D013882:Thiosemicarbazones / Q000737:chemistry*
chemical_list: D000179:Acrylates; D001391:Azo Compounds; D009705:Nucleosides; D013882:Thiosemicarbazones; C512188:azomethine