Using Rh(III)-Catalyzed C–H Activation as a Tool for the Selective Functionalization of Ketone-Containing Molecules

Using Rh(III)-Catalyzed C–H Activation as a Tool for the Selective Functionalization of Ketone-Containing Molecules

Due to the strong potential of C–H activation in many areas of organic chemistry, the use of a pre-existing carbonyl group for the installation of a directing group to enable selective and predictable α-alkenylation with activated olefins as coupling partners is described. This Heck-type reaction wo...

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Veröffentlicht in:Organic letters 2014-03, Vol.16 (6), p.1630-1633
Hauptverfasser: Boultadakis-Arapinis, Mélissa, Hopkinson, Matthew N, Glorius, Frank
Format: Artikel
Sprache:eng
Schlagworte:
Alkenes - chemistry
Butadienes - chemical synthesis
Butadienes - chemistry
Catalysis
Ketones - chemistry
Molecular Structure
Rhodium - chemistry
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Zusammenfassung:Due to the strong potential of C–H activation in many areas of organic chemistry, the use of a pre-existing carbonyl group for the installation of a directing group to enable selective and predictable α-alkenylation with activated olefins as coupling partners is described. This Heck-type reaction would then lead either to β,γ-unsaturated ketones or to variously substituted 1,4-butadienes depending on the conditions used for the cleavage of the directing group.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol500258q