A Convergent Approach to (−)-Callystatin A Based on Local Symmetry
| Autor: | Jean-Marc Pons, Cyril Bressy, Sabrina Parat, Mathieu Candy, Hugues Bienaymé, Loïc Tomas, Virginie Héran |
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| Rok vydání: | 2012 |
| Předmět: |
Julia olefination
010405 organic chemistry Chemistry Organic Chemistry Stereoisomerism General Chemistry Alkenes 010402 general chemistry Topology Callyspongia 01 natural sciences Desymmetrization Catalysis 0104 chemical sciences Stereocenter chemistry.chemical_compound Computational chemistry Callystatin A Local symmetry Fatty Acids Unsaturated Animals Symmetry (geometry) |
| Zdroj: | Chemistry - A European Journal. 18:14267-14271 |
| ISSN: | 0947-6539 |
| DOI: | 10.1002/chem.201202701 |
| Popis: | The key is symmetry! A convergent synthetic approach of the highly cytotoxic natural product (-)-callystatin A was developed assembling three fragments through Julia-Kocienski olefination and Stille cross-coupling. The new strategy relies on a pivotal local symmetry of the target molecule. In this preliminary study, particular attention was devoted to facilitate the catalytic enantiocontrol of strategic stereogenic centers present in each of the fragments (see scheme). |
| Databáze: | OpenAIRE |
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