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    The direct asymmetric vinylogous aldol reaction of furanones with α-ketoesters: Access to chiral γ-Butenolides and glycerol derivatives

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    Type
    Article
    Authors
    Luo, Jie
    Wang, Haifei
    Han, Xiao
    Xu, Liwen
    Kwiatkowski, Jacek
    Huang, Kuo-Wei cc
    Lu, Yixin
    KAUST Department
    Biological and Environmental Sciences and Engineering (BESE) Division
    Chemical Science Program
    Homogeneous Catalysis Laboratory (HCL)
    KAUST Catalysis Center (KCC)
    Physical Science and Engineering (PSE) Division
    Date
    2011-01-11
    Online Publication Date
    2011-01-11
    Print Publication Date
    2011-02-18
    Permanent link to this record
    http://hdl.handle.net/10754/561702
    
    Metadata
    Show full item record
    Abstract
    Twice as good: The title reaction using the tryptophan-derived bifunctional organic catalyst 1 has been developed. The reported method led to the synthesis of chiral γ-substituted butenolides in excellent yields, with high diastereo- and enantioselectivities. Facile synthesis of chiral glycerol derivatives containing a tertiary hydroxy group has also been demonstrated. © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
    Sponsors
    We thank the National University of Singapore and the Ministry of Education (MOE) of Singapore (R-143-000-362-112) for generous financial support.
    Publisher
    Wiley
    Journal
    Angewandte Chemie International Edition
    DOI
    10.1002/anie.201006316
    PubMed ID
    21328657
    Relations
    Is Supplemented By:
    • [Dataset]
      Luo, J., Wang, H., Han, X., Xu, L.-W., Kwiatkowski, J., Huang, K.-W., & Lu, Y. (2011). CCDC 803555: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/ccvz543. DOI: 10.5517/ccvz543 HANDLE: 10754/624624
    ae974a485f413a2113503eed53cd6c53
    10.1002/anie.201006316
    Scopus Count
    Collections
    Articles; Biological and Environmental Sciences and Engineering (BESE) Division; Physical Science and Engineering (PSE) Division; Chemical Science Program; KAUST Catalysis Center (KCC)

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