A Unified Strategy for the Syntheses of the Isoquinolinium Alkaloids Berberine, Coptisine, and Jatrorrhizine
| Autor: | Sidnee L. Hedrick, Michael D. Clift, Andrew R. De Los Santos, Luis M. Mori-Quiroz |
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| Jazyk: | angličtina |
| Rok vydání: | 2018 |
| Předmět: |
Jatrorrhizine
Coptisine Alkylation Berberine Stereoisomerism 010402 general chemistry 01 natural sciences Biochemistry Article chemistry.chemical_compound Drug Discovery Humans Physical and Theoretical Chemistry Biological Products Molecular Structure 010405 organic chemistry Extramural Quinolinium Compounds Organic Chemistry Oxidation reduction Combinatorial chemistry 0104 chemical sciences Anti-Bacterial Agents chemistry Oxidation-Reduction |
| Popis: | Total syntheses of the antibacterial alkaloids berberine, coptisine, and jatrorrhizine have been achieved in four steps through a unified route. The key step of this strategy is an efficient intramolecular Friedel–Crafts alkoxyalkylation which, following oxidation, establishes the isoquinolinium core of these natural products. Herein, the design and development of this synthetic strategy, which has enabled the shortest and most efficient syntheses of these alkaloids reported to date, is described. |
| Databáze: | OpenAIRE |
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