Swapna Vedulla - Academia.edu (original) (raw)
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CSIC (Consejo Superior de Investigaciones CientÃficas-Spanish National Research Council)
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A highly enantioselective three-component cascade reaction, consisting of an enantioselective [4+... more A highly enantioselective three-component cascade reaction, consisting of an enantioselective [4+2] cycloaddition reaction catalyzed by chiral phosphoric acid and a subsequent catalytic intramolecular hydroamination by gold(I) complex, provides a unique method to access structurally diverse julolidine derivatives in high optical purity. Conventional wisdom implies that asymmetric reactions known so far are dominantly mediated by a single type of catalyst such as either a metal-based or an organocatalyst. 1 The organic/metallic binary catalyst systems that are comprised of two fundamentally different catalysts that operate cooperatively or sequentially in the same reaction solution, now known as cooperative catalysis and relay catalysis (or cascade catalysis), hold great potential in the creation of new transformations where each type of catalyst failed to afford alone. 2 Particularly, recent elegant advances have corroborated the high ability of this concept to establish new asymmetric catalytic reactions. 3 In addition to the fundamental significance, the related reactions have some practical advantages such as maximizing the operative efficiency, essential avoidance of an additional workup process, and reducing relevant pollution associated with stepwise catalytic protocols. (1) (a) Jacobsen, E. N.; Pfaltz, A.; Yamamoto, H. ComprehensiVe Asymmetric Catalysis; Springer: New York, 1999. (b) Caprio, V.; Williams,
A highly enantioselective three-component cascade reaction, consisting of an enantioselective [4+... more A highly enantioselective three-component cascade reaction, consisting of an enantioselective [4+2] cycloaddition reaction catalyzed by chiral phosphoric acid and a subsequent catalytic intramolecular hydroamination by gold(I) complex, provides a unique method to access structurally diverse julolidine derivatives in high optical purity. Conventional wisdom implies that asymmetric reactions known so far are dominantly mediated by a single type of catalyst such as either a metal-based or an organocatalyst. 1 The organic/metallic binary catalyst systems that are comprised of two fundamentally different catalysts that operate cooperatively or sequentially in the same reaction solution, now known as cooperative catalysis and relay catalysis (or cascade catalysis), hold great potential in the creation of new transformations where each type of catalyst failed to afford alone. 2 Particularly, recent elegant advances have corroborated the high ability of this concept to establish new asymmetric catalytic reactions. 3 In addition to the fundamental significance, the related reactions have some practical advantages such as maximizing the operative efficiency, essential avoidance of an additional workup process, and reducing relevant pollution associated with stepwise catalytic protocols. (1) (a) Jacobsen, E. N.; Pfaltz, A.; Yamamoto, H. ComprehensiVe Asymmetric Catalysis; Springer: New York, 1999. (b) Caprio, V.; Williams,