Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 71, Issue 12, Pages 4609-4618Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo060668h
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Syntheses of three regioisomers of aromatic-substituted phosphinyl-oxazolinyl-[2.2] paracyclophanes, pseudo-geminal, pseudo-ortho, and ortho, have been carried out or, in the latter two cases, newly developed. It has, therefore, been demonstrated that all aromatic- substituted isomers relevant for use as chelating ligands for asymmetric catalysis are accessible. These P, N-ligands, along with their diastereoisomers, were shown to exhibit widely differing activity and enantioselectivity (up to 89% ee) in the Pd-catalyzed asymmetric allylic alkylation reaction.
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