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- W4317621000 abstract "The first catalytic enantioselective aromatic Claisen rearrangement of allyl 2-naphthyl ethers using 5-10 mol% of π-copper(ii) complexes is reported. A Cu(OTf)2 complex with an l-α-homoalanine amide ligand gave (S)-products in up to 92% ee. Conversely, a Cu(OSO2C4F9)2 complex with an l-tert-leucine amide ligand gave (R)-products in up to 76% ee. Density-functional-theory (DFT) calculations suggest that these Claisen rearrangements proceed stepwise via tight-ion-pair intermediates, and that (S)- and (R)-products are enantioselectively obtained via the staggered transition states for the cleavage of the C-O bond, which is the rate-determining step." @default.
- W4317621000 created "2023-01-21" @default.
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- W4317621000 date "2023-01-01" @default.
- W4317621000 modified "2023-09-26" @default.
- W4317621000 title "Enantioselective aromatic Claisen rearrangement of allyl 2-naphthyl ethers catalyzed by π–Cu(<scp>ii</scp>) complexes" @default.
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- W4317621000 doi "https://doi.org/10.1039/d2sc06771d" @default.
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