Co-Catalyzed Direct Addition of Allylic C(sp3)–H Bonds to Ketones
| Autor: | Kenichi Michigami, Yoshihiro Sato, Tsuyoshi Mita, Satoshi Hanagata |
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| Rok vydání: | 2017 |
| Předmět: |
Steric effects
chemistry.chemical_classification Allylic rearrangement Ketone 010405 organic chemistry Xantphos Organic Chemistry 010402 general chemistry 01 natural sciences Biochemistry Medicinal chemistry 0104 chemical sciences Catalysis chemistry.chemical_compound Nucleophile chemistry Electrophile Organic chemistry Physical and Theoretical Chemistry Selectivity |
| Zdroj: | Organic Letters. 19:5876-5879 |
| ISSN: | 1523-7052 1523-7060 |
| DOI: | 10.1021/acs.orglett.7b02871 |
| Popis: | By using Co(acac)2/Xantphos with AlMe3, the C(sp3)–H bonds of allylarene derivatives were cleaved for reaction with various ketones, affording the homoallylic alcohols in moderate to good yields. The branch/linear selectivity depended on the steric and electronic factors of the ketone electrophiles. The intermediate in this reaction is thought to be a low-valent allylcobalt(I) species, which exhibits high nucleophilicity toward ketones. |
| Databáze: | OpenAIRE |
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