24136-52-5Relevant academic research and scientific papers
Asymmetric palladium-catalyzed allylic alkylation using dialkylzinc reagents: A remarkable ligand effect
Misale, Antonio,Niyomchon, Supaporn,Luparia, Marco,Maulide, Nuno
supporting information, p. 7068 - 7073 (2014/07/08)
A serendipitously discovered palladium-catalyzed asymmetric allylic alkylation reaction with diorganozinc reagents, which displays broad functional group compatibility, is reported. This novel transformation hinges on a remarkable ligand effect which overrides the standard "umpolung" reactivity of allyl-palladium intermediates in the presence of dialkylzincs. Owing to its mild conditions, enantioselective allylic alkylations of racemic allylic electrophiles are possible in the presence of sensitive functional groups. Umpole-me-not: A serendipitously discovered palladium-catalyzed asymmetric allylic alkylation reaction with diorganozinc reagents displays broad functional group compatibility. This novel transformation hinges on a remarkable ligand effect which overrides the standard "umpolung" reactivity of allyl-palladium intermediates in the presence of dialkylzinc compounds.
