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    L-Threonine-derived novel bifunctional phosphine-sulfonamide catalyst-promoted enantioselective aza-morita-Baylis-Hillman reaction

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    Type
    Article
    Authors
    Zhong, Fangrui
    Wang, Youqing
    Han, Xiaoyu
    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
    2011-03-18
    Permanent link to this record
    http://hdl.handle.net/10754/561734
    
    Metadata
    Show full item record
    Abstract
    A series of novel bifunctional phosphine-sulfonamide organic catalysts were designed and readily prepared from natural amino acids, and they were utilized to promote enantioselective aza-Morita-Baylis-Hillman (MBH) reactions. l-Threonine-derived phosphine-sulfonamide 9b was found to be the most efficient catalyst, affording the desired aza-MBH adducts in high yields and with excellent enantioselectivities. © 2011 American Chemical Society.
    Citation
    Zhong, F., Wang, Y., Han, X., Huang, K.-W., & Lu, Y. (2011). l-Threonine-Derived Novel Bifunctional Phosphine−Sulfonamide Catalyst-Promoted Enantioselective Aza-Morita−Baylis−Hillman Reaction. Organic Letters, 13(6), 1310–1313. doi:10.1021/ol103145g
    Sponsors
    We are grateful for the generous financial support from the National University of Singapore and the Ministry of Education (MOE) of Singapore (R-143-000-362-112) to Y.L. and from King Abdullah University of Science and Technology to K.-W.H.
    Publisher
    American Chemical Society (ACS)
    Journal
    Organic Letters
    DOI
    10.1021/ol103145g
    PubMed ID
    21332151
    ae974a485f413a2113503eed53cd6c53
    10.1021/ol103145g
    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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