title: Diversity-oriented synthesis of acyclic nucleosides via ring-opening of vinyl cyclopropanes with purines.
abstract: The diversity-oriented synthesis of acyclic nucleosides has been achieved via ring-opening of vinyl cyclopropanes with purines. With Pd2(dba)3·CHCl3 as a catalyst, the 1,5-ring-opening reaction proceeded well and afforded N9 adducts as the major form, in which the C=C bonds in the side chain were exclusively E-form. In the presence of AlCl3, the 1,3-ring-opening reaction occurred smoothly, giving N9 adducts as the dominate products. Meanwhile, when MgI2 was used as the catalyst, the 1,3-ring-opening reaction also worked well to form N7 adducts.
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 453007, P. R. China. niu_hy@163.com guohm518@hotmail.com.
authors.forename: Hong-Ying
authors.initials: HY
authors.lastname: Niu
authors.forename: Cong
authors.initials: C
authors.lastname: Du
authors.forename: Ming-Sheng
authors.initials: MS
authors.lastname: Xie
authors.forename: Yong
authors.initials: Y
authors.lastname: Wang
authors.forename: Qian
authors.initials: Q
authors.lastname: Zhang
authors.forename: Gui-Rong
authors.initials: GR
authors.lastname: Qu
authors.forename: Hai-Ming
authors.initials: HM
authors.lastname: Guo
mesh_terms: D002384:Catalysis; D060326:Chemistry Techniques, Synthetic; D003521:Cyclopropanes / Q000737:chemistry*; D009705:Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry*; D009942:Organometallic Compounds / Q000737:chemistry; D011687:Purines / Q000737:chemistry*
chemical_list: D003521:Cyclopropanes; D009705:Nucleosides; D009942:Organometallic Compounds; D011687:Purines; C030985:purine