Total Synthesis of (±)-Jujuyane
| Autor: | Sujeong Geum, Jiheon Kim, Sanghyeon Lee, Byung Gyu Kim, Hee-Yoon Lee |
|---|---|
| Rok vydání: | 2021 |
| Předmět: |
chemistry.chemical_classification
Natural product 010405 organic chemistry Stereochemistry Organic Chemistry Total synthesis 010402 general chemistry 01 natural sciences Biochemistry 0104 chemical sciences chemistry.chemical_compound chemistry Ylide Product (mathematics) Functional group Physical and Theoretical Chemistry |
| Zdroj: | Organic Letters. 23:4651-4656 |
| ISSN: | 1523-7052 1523-7060 |
| Popis: | The first total synthesis of (±)-jujuyane, a cyclooctanoid natural product, was accomplished from a (5 + 3) dimerization product of oxidopyrylium ylide that forms the cyclooctanoid core structure along with inherited stereochemical bias. Selective functional group modifications of the highly oxygenated dimeric structure, followed by the tactical functional group manipulation around the eight-membered carbocyclic core, enabled the total synthesis of (±)-jujuyane, which will serve a guide for future applications of oxidopyrylium dimers to the natural product total synthesis. |
| Databáze: | OpenAIRE |
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