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Chiral P,N-ligands based on ketopinic acid in the asymmetric Heck reaction

Chiral P,N-ligands based on ketopinic acid in the asymmetric Heck reaction

Organic Letters 3(2): 161-164

[figure: see text] Novel chiral P,N-ligands were synthesized from (1S)-(+)-ketopinic acid using palladium-catalyzed coupling reaction of a vinyl triflate and either a diarylphosphine or a dialkylphosphine as the key step. Palladium complexes of these ligands are efficient catalysts for asymmetric Heck reaction between aryl or alkenyl triflates and cyclic alkenes. Products were obtained with good to excellent enantioselectivity from arylation and alkenylation of 1,2-dihydrofuran, cyclopentene, and 4,7-dihydro-1,3-dioxepin.

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Accession: 045506858

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PMID: 11430024

DOI: 10.1021/ol006747b

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