Catalytic Dearomatization Approach to Quinolizidine Alkaloids: Five Step Total Synthesis of (±)-Lasubine II
| Autor: | Peter O'Brien, Michael J. James, Richard J. K. Taylor, William P. Unsworth, Niall D Grant |
|---|---|
| Rok vydání: | 2016 |
| Předmět: |
Quinolizidine
010405 organic chemistry Alkaloid Organic Chemistry Total synthesis 010402 general chemistry 01 natural sciences Biochemistry 0104 chemical sciences Catalysis chemistry.chemical_compound chemistry Lasubine II Yield (chemistry) Pyridine Organic chemistry Physical and Theoretical Chemistry Isoquinoline |
| Zdroj: | Organic letters. 18(24) |
| ISSN: | 1523-7052 |
| Popis: | A series of high-yielding silver(I)-catalyzed cyclization reactions of pyridine-, isoquinoline-, and pyrazine-ynones are described. The operationally simple and mild reaction conditions are a significant improvement over previously reported thermal cyclizations. The quinolizinone products were also used in a novel dearomatization strategy to prepare 0.53 g of the alkaloid lasubine II in five steps and 36% overall yield. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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