Enantioselective Total Synthesis and Structure Confirmation of the Natural Dimeric Tetrahydroxanthenone Dicerandrol C
Autor: | Dhandapani Ganapathy, Soundararasu Senthilkumar, Johannes R. Reiner, Guillermo Valdomir, Lutz F. Tietze |
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Rok vydání: | 2017 |
Předmět: |
010405 organic chemistry
Stereochemistry Xanthones Organic Chemistry Absolute configuration Enantioselective synthesis Total synthesis Stereoisomerism General Chemistry 010402 general chemistry 01 natural sciences Catalysis 3. Good health 0104 chemical sciences chemistry.chemical_compound Enantiopure drug Xanthenes Suzuki reaction chemistry Cyclization Dicerandrol C Chromane Enantiomer Dimerization Palladium |
Zdroj: | Chemistry - A European Journal. 23:2299-2302 |
ISSN: | 0947-6539 |
DOI: | 10.1002/chem.201700020 |
Popis: | The first enantioselective total synthesis of natural dicerandrol C (1 c) as its enantiomer containing a dimeric tetrahydroxanthenone skeleton is described starting from the enantiopure chromane 6 which was obtained through a Wacker-type cyclization with >99 % ee. For the formation of the dimeric skeleton a palladium-catalyzed Suzuki reaction was used. The synthesis allowed the confirmation of the absolute configuration of the dicerandrols. |
Databáze: | OpenAIRE |
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