title: Diastereo- and enantioselective direct vinylogous Michael addition of γ-substituted butenolides to 2-enoylpyridines catalyzed by chiral bifunctional amine-squaramides.
abstract: The diastereo- and enantioselective direct vinylogous Michael addition reaction of γ-substituted butenolides to 2-enoylpyridines has been achieved. A range of γ,γ-disubstituted butenolide derivatives, bearing two consecutive tri- and tetrasubstituted stereogenic centers, were readily obtained in good yields with excellent stereoselectivities (up to >99 : 1 dr and >99% ee).
authors.affiliation: National Engineering Research Center of Chiral Drugs, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China. yuanwc@cioc.ac.cn xuxy@cioc.ac.cn and University of Chinese Academy of Sciences, Beijing 100049, China.
authors.forename: Zhen-Hua
authors.initials: ZH
authors.lastname: Wang
authors.affiliation: Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu 610041, China.
authors.forename: Zhi-Jun
authors.initials: ZJ
authors.lastname: Wu
authors.affiliation: School of Life Science and Technology, China Pharmaceutical University, Nanjing 211198, China.
authors.forename: Xue-Qun
authors.initials: XQ
authors.lastname: Huang
authors.affiliation: National Engineering Research Center of Chiral Drugs, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China. yuanwc@cioc.ac.cn xuxy@cioc.ac.cn and University of Chinese Academy of Sciences, Beijing 100049, China.
authors.forename: Deng-Feng
authors.initials: DF
authors.lastname: Yue
authors.affiliation: National Engineering Research Center of Chiral Drugs, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China. yuanwc@cioc.ac.cn xuxy@cioc.ac.cn and University of Chinese Academy of Sciences, Beijing 100049, China.
authors.forename: Yong
authors.initials: Y
authors.lastname: You
authors.affiliation: National Engineering Research Center of Chiral Drugs, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China. yuanwc@cioc.ac.cn xuxy@cioc.ac.cn.
authors.forename: Xiao-Ying
authors.initials: XY
authors.lastname: Xu
authors.affiliation: National Engineering Research Center of Chiral Drugs, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China. yuanwc@cioc.ac.cn xuxy@cioc.ac.cn.
authors.forename: Xiao-Mei
authors.initials: XM
authors.lastname: Zhang
authors.affiliation: National Engineering Research Center of Chiral Drugs, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China. yuanwc@cioc.ac.cn xuxy@cioc.ac.cn.
authors.forename: Wei-Cheng
authors.initials: WC
authors.lastname: Yuan
mesh_terms: D015107:4-Butyrolactone / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003503:Cyclobutanes / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D011725:Pyridines / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D003503:Cyclobutanes; D011725:Pyridines; D015107:4-Butyrolactone