Ti/Pd Bimetallic Systems for the Efficient Allylation of Carbonyl Compounds and Homocoupling Reactions

The allylation, crotylation and prenylation of aldehydes and ketones with stable and easily handled allylic carbonates is promoted by a Ti/Pd catalytic system. This Ti/Pd bimetallic system is especially convenient for the allylation of ketones, which are infrequent substrates in other related protoc...

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Veröffentlicht in:Chemistry : a European journal 2011-03, Vol.17 (14), p.3985-3994
Hauptverfasser: Millán, Alba, Campaña, Araceli G., Bazdi, Btissam, Miguel, Delia, Álvarez de Cienfuegos, Luis, Echavarren, Antonio M., Cuerva, Juan M.
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Sprache:eng
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Zusammenfassung:The allylation, crotylation and prenylation of aldehydes and ketones with stable and easily handled allylic carbonates is promoted by a Ti/Pd catalytic system. This Ti/Pd bimetallic system is especially convenient for the allylation of ketones, which are infrequent substrates in other related protocols, and can be carried out intramolecularly to yield five‐ and six‐membered cyclic products with good stereoselectivities. In addition, Ti/Pd‐mediated reductions and Würtz‐type dimerisation reactions can be readily carried out from allyl carbonates and carboxylates. A catalytic pair: The allylation, crotylation and prenylation of aldehydes and ketones with stable and easily handled allylic carbonates have been promoted by a Ti/Pd catalytic system (see scheme).
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.201003315