Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2014, Issue 26, Pages 5695-5699Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201402911
Keywords
Homogeneous catalysis; Asymmetric catalysis; Palladium; Aldehydes; Allylic compounds
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A set of acyclic all-carbon alpha-aryl quaternary aldehydes was synthesized by intermolecular palladium-catalyzed asymmetric allylic alkylation (Pd-AAA). Hydroxyacrylates were used as unprecedented nucleophilic counterparts instead of widely used ketone substrates. This produced a very rare all-carbon quaternary aldehyde. Chiral ligand (R, R)-L3 was found to be optimal in this Pd-AAA reaction and provided good to excellent yields (75-99%) and enantioselectivities (75-94%) with a range of analogs.
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