Modular Terpenoid Construction via Catalytic Enantioselective Formation of All-Carbon Quaternary Centers: Total Synthesis of Oridamycin A, Triptoquinones B and C, and Isoiresin
| Autor: | Jiajie Feng, Florian Noack, Michael J. Krische |
|---|---|
| Rok vydání: | 2016 |
| Předmět: |
Molecular Structure
Terpenes 010405 organic chemistry Stereochemistry Enantioselective synthesis chemistry.chemical_element Total synthesis Alcohol General Chemistry 010402 general chemistry 01 natural sciences Biochemistry Article Catalysis Terpenoid 0104 chemical sciences Stereocenter chemistry.chemical_compound Colloid and Surface Chemistry Prenylation chemistry Organic chemistry Sesquiterpenes Carbon |
| Zdroj: | Journal of the American Chemical Society. 138:12364-12367 |
| ISSN: | 1520-5126 0002-7863 |
| Popis: | Total syntheses of oridamycin A, triptoquinones B and C, and isoiresin are accomplished from a common intermediate prepared via iridium-catalyzed alcohol C-H tert-(hydroxy)prenylation - a byproduct-free process that forms an all-carbon quaternary stereocenter with excellent control of diastereo- and enantioselectivity. |
| Databáze: | OpenAIRE |
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