Gram-Scale Synthesis of the (-)-Sparteine Surrogate and (-)-Sparteine
Autor: | Leigh Ferris, Peter O'Brien, James D. Firth, Steven J. Canipa |
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Rok vydání: | 2017 |
Předmět: |
Natural product
010405 organic chemistry Chemistry Enantioselective synthesis Sparteine Total synthesis General Medicine General Chemistry 010402 general chemistry 01 natural sciences Combinatorial chemistry Catalysis 0104 chemical sciences Kinetic resolution chemistry.chemical_compound Yield (chemistry) medicine Organic chemistry medicine.drug Gram |
Zdroj: | Angewandte Chemie (International ed. in English). 57(1) |
ISSN: | 1521-3773 1433-7851 |
Popis: | An 8-step, gram-scale synthesis of the (-)-sparteine surrogate (22 % yield, with just 3 chromatographic purifications) and a 10-step, gram-scale synthesis of (-)-sparteine (31 % yield) are reported. Both syntheses proceed with complete diastereocontrol and allow access to either antipode. Since the syntheses do not rely on natural product extraction, our work addresses long-term supply issues relating to these widely used chiral ligands. |
Databáze: | OpenAIRE |
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