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|Title:||Novel amino acid based bifunctional chiral phosphines|
aza-Morita-Baylis- Hillman reaction
|Citation:||Wang, S.-X., Han, X., Zhong, F., Wang, Y., Lu, Y. (2011). Novel amino acid based bifunctional chiral phosphines. Synlett (19) : 2766-2778. ScholarBank@NUS Repository. https://doi.org/10.1055/s-0031-1289538|
|Abstract:||As a significant complement to amino catalysts, phosphines are versatile Lewis base catalysts capable of promoting a wide range of diverse organic transformations. In particular, chiral phosphines bearing a Brønsted acid moiety have recently emerged as powerful bifunctional phosphine catalysts in asymmetric synthesis and catalysis. In this account, we document our recent efforts on the design and development of novel amino acid/dipeptide-based bifunctional chiral phosphines, and their applications in enantio-selective (aza)-Morita-Baylis-Hillman (MBH) reactions and [3+2]-cycloaddition reactions. 1 Introduction 2 Bifunctional Phosphine Catalysis 3 Novel Amino Acid Based Bifunctional Chiral Phosphines 3.1 Design of Amino Acid Derived Phosphines 3.2 Threonine Core as the Chiral Scaffold 3.3 Aza-MBH Reaction Promoted by Phosphine-Sulfonamide Catalysts 3.4 MBH Reaction Catalyzed by Phosphine-Thioureas 3.5 [3+2] Cycloadditions of Allenoates to Acrylates/Acryl-amides Promoted by Dipeptide-Derived Phosphines 3.6 [3+2] Cycloaddition of the MBH Adducts Catalyzed by Phosphine-hioureas 4 Conclusion and Outlook © Georg Thieme Verlag Stuttgart · New York.|
|Appears in Collections:||Staff Publications|
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