title: A straightforward entry to chiral carbocyclic nucleoside analogues via the enantioselective [3+2] cycloaddition of α-nucleobase substituted acrylates.
abstract: A straightforward entry to chiral carbocyclic nucleoside analogues has been realized via the enantioselective [3+2] cycloaddition of α-nucleobase substituted acrylates to vinyl cyclopropanes for the first time. With Pd2(dba)3-L5 as the catalyst, carbocyclic purine, uracil, and thymine nucleoside analogues with quaternary stereocenters were obtained in excellent yields (up to 99% yield) and good enantioselectivities (up to 92% 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. Jplig@163.com guohm518@hotmail.com.
authors.forename: Ming-Sheng
authors.initials: MS
authors.lastname: Xie
authors.forename: Yong
authors.initials: Y
authors.lastname: Wang
authors.forename: Jian-Ping
authors.initials: JP
authors.lastname: Li
authors.forename: Cong
authors.initials: C
authors.lastname: Du
authors.forename: Yan-Yan
authors.initials: YY
authors.lastname: Zhang
authors.forename: Er-Jun
authors.initials: EJ
authors.lastname: Hao
authors.forename: Yi-Ming
authors.initials: YM
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: D000179:Acrylates / Q000737:chemistry*; D061565:Cycloaddition Reaction; D003521:Cyclopropanes / Q000737:chemistry; D009705:Nucleosides / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry; D011687:Purines / Q000737:chemistry; D011743:Pyrimidines / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000179:Acrylates; D003521:Cyclopropanes; D009705:Nucleosides; D011687:Purines; D011743:Pyrimidines; D010165:Palladium