Enantioselective total synthesis of a natural hydrocarbazolone alkaloid, identification of its stereochemistry, and revision of its spectroscopic data
| Autor: | Atsushi Nishida, Shinji Harada, Takahiro Morikawa, Siyuan Wu |
|---|---|
| Rok vydání: | 2017 |
| Předmět: |
Indole test
Natural product Diene 010405 organic chemistry Stereochemistry Alkaloid Organic Chemistry Enantioselective synthesis Total synthesis 010402 general chemistry 01 natural sciences Catalysis 0104 chemical sciences Inorganic Chemistry chemistry.chemical_compound chemistry Organic chemistry Physical and Theoretical Chemistry Derivative (chemistry) |
| Zdroj: | Tetrahedron: Asymmetry. 28:1083-1088 |
| ISSN: | 0957-4166 |
| Popis: | The natural hydrocarbazolone alkaloid (1R,2R,3R)-3-hydroxy-1,2-dimethyl-1,2,3,9-tetrahydro-4H-carbazol-4-one has been synthesized in a catalytic and enantioselective manner. A key hydrocarbazole derivative was constructed by the holmium-catalyzed Diels-Alder reaction of (silyloxyvinyl)indole as the diene. Total synthesis of the natural product clarified the ambiguity in the spectroscopic data reported for natural products. |
| Databáze: | OpenAIRE |
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