Highly Stereoselective Formation of a Spiro Center by a 1,4-Addition/Elimination Reaction of 3,5-Difluorocyclohexa-2,5-dienones
| Autor: | Masao Morita, Hiroaki Kurouchi, Nobuaki Nemoto |
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| Rok vydání: | 2022 |
| Předmět: | |
| Zdroj: | Synlett. 33:589-583 |
| ISSN: | 1437-2096 0936-5214 |
| Popis: | Spirocyclic 3,5-difluorocyclohexa-2,5-dienones possessing a triisopropylsiloxy-containing cyclic ether appendage were synthesized by oxidative dearomatization of the corresponding phenols. By group selectivity in the nucleophilic 1,4-addition/elimination reaction, highly stereoselective formation of the spiro center was successfully achieved. This reaction might provide access to total syntheses of (+)-bisdechlorogeodin and (+)-geodin with complete control of the formation of the spirocyclic structure. |
| Databáze: | OpenAIRE |
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