Please use this identifier to cite or link to this item: http://scholarbank.nus.edu.sg/handle/10635/135050
Title: ENANTIOSELECTIVE ANNULATION CATALYZED BY AMINO ACID DERIVED CHIRAL PHOSPHONES
Authors: ZHOU XIN
Keywords: Enantioselective Annulation,Amino Acid,Chiral Phosphinse,Asymmetric Catalysis,Organic Synthesis,Highly Efficient
Issue Date: 17-Aug-2016
Citation: ZHOU XIN (2016-08-17). ENANTIOSELECTIVE ANNULATION CATALYZED BY AMINO ACID DERIVED CHIRAL PHOSPHONES. ScholarBank@NUS Repository.
Abstract: Phosphine catalysis has drawn remarkable attention in organic synthesis since 1990s. One of the advantages of phosphine catalysis is highly efficient reaction processes, which involves readily available starting materials to yield new molecule. Asymmetric cycloaddition catalyzed chiral phosphines emerged as a promising approach to construct compounds in recent years. In this thesis, amino acid derived chiral phosphine catalysts were employed to catalyze different types of cycloaddition. [4+2] annulation between 3-arylidene-oxindoles and δ-aryl-substituted allenoate was developed with high entioselectivities in a broad substrate scope. Another enantioselective [4+2] annulation with 2-benzylidenemalononitrile and δ-aryl- substituted allenoate was catalyzed by chiral phosphine, excellent entioselectivities were obtained. Besides, asymmetric MBHAD-imine [3+2] annulations were investigated and preliminary results were obtained. Further optimization needs to be explored.
URI: http://scholarbank.nus.edu.sg/handle/10635/135050
Appears in Collections:Ph.D Theses (Open)

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