Zurro, Mercedes and Asmus, Soeren and Bamberger, Julia and Beckendorf, Stephan and Mancheno, Olga Garcia (2016) Chiral Triazoles in Anion-Binding Catalysis: New Entry to Enantioselective Reissert-Type Reactions. CHEMISTRY-A EUROPEAN JOURNAL, 22 (11). pp. 3785-3793. ISSN 0947-6539, 1521-3765
Full text not available from this repository. (Request a copy)Abstract
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.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | BOND DONOR CATALYSTS; ASYMMETRIC CATALYSIS; HYDROGEN-BOND; SOLID-PHASE; CONTAINING HETEROCYCLES; BIFUNCTIONAL CATALYST; TERMINAL ALKYNES; LEWIS-BASE; ORGANOCATALYSIS; DERIVATIVES; anion-binding; enantioselective reactions; isoquinolines; organocatalysis; triazoles |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie Chemistry and Pharmacy > Institut für Organische Chemie > Arbeitskreis Prof. Dr. Olga Garcia Mancheño |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 15 Mar 2019 09:32 |
| Last Modified: | 15 Mar 2019 09:32 |
| URI: | https://pred.uni-regensburg.de/id/eprint/3258 |
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