Rhenium-catalyzed reaction of α-alkyl substituted β-dicarbonyl compounds with organosilicon compounds
[Display omitted] •Re-catalyzed allylation and reduction of α-alkyl substituted β-dicarbonyl compounds.•The reactions proceeded through the elimination of the 1,3-dicarbonyl unit.•The allylation regioselectively proceeded with 3-trimethylsilyl-1-phenyl-2-propene. When α-alkyl substituted β-dicarbony...
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Veröffentlicht in: | Tetrahedron letters 2025-01, Vol.154, p.155390, Article 155390 |
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Hauptverfasser: | , , , |
Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | [Display omitted]
•Re-catalyzed allylation and reduction of α-alkyl substituted β-dicarbonyl compounds.•The reactions proceeded through the elimination of the 1,3-dicarbonyl unit.•The allylation regioselectively proceeded with 3-trimethylsilyl-1-phenyl-2-propene.
When α-alkyl substituted β-dicarbonyl compounds were reacted with allylsilanes in the presence of a rhenium catalyst, the allylation of the benzylic carbon center proceeded through the elimination of the β-dicarbonyl unit to form the corresponding alkenes in moderate to good yields. Regarding the reaction with hydrosilane, the reduction of these compounds also proceeded through the elimination of the β-dicarbonyl unit to give the corresponding alkanes. |
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ISSN: | 0040-4039 |
DOI: | 10.1016/j.tetlet.2024.155390 |