1452772-89-2Relevant academic research and scientific papers
Chiral Triazoles in Anion-Binding Catalysis: New Entry to Enantioselective Reissert-Type Reactions
Zurro, Mercedes,Asmus, S?ren,Bamberger, Julia,Beckendorf, Stephan,García Manche?o, Olga
, p. 3785 - 3793 (2016/03/08)
Easily accessible and tunable chiral triazoles have been introduced as a novel class of C-H bond-based H-donors for anion-binding organocatalysis. They have proven to be effective catalysts for the dearomatization reaction of different N-heteroarenes. Although this dearomatization approach represents a powerful strategy to build chiral heterocycles, to date only a few catalytic methods to this end exist. In this work, the organocatalyzed enantioselective Reissert-type dearomatization of isoquinoline derivatives employing a number of structurally diverse chiral triazoles as anion-binding catalysts was realized. The here presented method was employed to synthesize a number of chiral 1,2-dihydroisoquinoline substrates with an enantioselectivity up to 86:14 e.r. Moreover, a thorough study of the determining parameters affecting the activity of this type of anion- binding catalysts was carried out.
"Click" bis-triazoles as neutral C-H?anion-acceptor organocatalysts
Beckendorf, Stephan,Asmus, S?ren,Mück-Lichtenfeld, Christian,García Manche?o, Olga
, p. 1581 - 1585 (2013/03/14)
A new player on the field! "Click" bis-triazoles have been introduced as a highly efficient new class of neutral C-H?anion-binding organocatalysts (see scheme). DFT and NMR studies were used to confirm this activation modus and identify the optimal catalyst. Copyright
