A Highly Convergent and Biomimetic Total Synthesis of Portentol
| العنوان: | A Highly Convergent and Biomimetic Total Synthesis of Portentol |
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| المؤلفون: | Bichu Cheng, Dirk Trauner |
| المصدر: | Journal of the American Chemical Society. 137:13800-13803 |
| بيانات النشر: | American Chemical Society (ACS), 2015. |
| سنة النشر: | 2015 |
| مصطلحات موضوعية: | Models, Molecular, Carbon chain, Biological Products, Natural product, Chemistry, Molecular Conformation, Total synthesis, General Chemistry, Crystallography, X-Ray, Biochemistry, Combinatorial chemistry, Catalysis, chemistry.chemical_compound, Polyketide, Colloid and Surface Chemistry, Biosynthesis, Aldol reaction, Biomimetic Materials, Cyclization, Organic chemistry, Spiro Compounds, Oxidation-Reduction, Pyrans |
| الوصف: | An efficient total synthesis of the unusual polyketide portentol is reported. Three boron aldol reactions were used to assemble the linear carbon chain of the natural product, which contains two challenging anti-anti stereotriads. A biomimetic double cyclization cascade, triggered by an oxidation, then afforded portentol and its known dehydration product, anhydroportentol. The biosynthesis of portentol and the biosynthetic relevance of our key step are discussed. |
| تدمد: | 1520-5126 0002-7863 |
| DOI: | 10.1021/jacs.5b10009 |
| URL الوصول: | https://explore.openaire.eu/search/publication?articleId=doi_dedup___::ff26f5a70f5fc6e084eaf53dae62ab00 https://doi.org/10.1021/jacs.5b10009 |
| رقم الانضمام: | edsair.doi.dedup.....ff26f5a70f5fc6e084eaf53dae62ab00 |
| قاعدة البيانات: | OpenAIRE |
| تدمد: | 15205126 00027863 |
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| DOI: | 10.1021/jacs.5b10009 |