Enantioselective Synthesis of (−)‐Halenaquinone
Autor: | Kenichi Harada, Rajinikanth Lingampally, Mohamed F. El-Mansy, Rich G. Carter, Subir Goswami |
---|---|
Rok vydání: | 2018 |
Předmět: |
Stereochemistry
010405 organic chemistry Enantioselective synthesis Total synthesis General Chemistry General Medicine Ring (chemistry) 010402 general chemistry 01 natural sciences Catalysis Stereocenter Quinone 0104 chemical sciences chemistry.chemical_compound chemistry Furan Bergman cyclization Moiety |
Zdroj: | Angewandte Chemie. 130:9255-9259 |
ISSN: | 1521-3757 0044-8249 |
DOI: | 10.1002/ange.201805370 |
Popis: | The efficient, 12-14 step (LLS) total synthesis of (-)-halenaquinone has been achieved. Key steps in the synthetic sequence include: (a) proline sulfonamide-catalyzed, Yamada-Otani reaction to establish the C6 all-carbon quaternary stereocenter, (b) multiple, novel palladium-mediated oxidative cyclizations to introduce the furan moiety, and (c) oxidative Bergman cyclization to form the final quinone ring. |
Databáze: | OpenAIRE |
Externí odkaz: | |
Nepřihlášeným uživatelům se plný text nezobrazuje | K zobrazení výsledku je třeba se přihlásit. |