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- W2419589571 abstract "Abstract The enantioselective reduction of prochiral ketones with borane in the presence of a chiral ligand has received considerable attention. Hydroxylamine-based chiral ligands with amide and hydroxyl functions in the presence of other co-ordinating groups are highly effective in these asymmetric reductions. The current work presents a simple one step synthesis of a series of β-hydroxyamide-based ligands from the reaction between 3-hydroxy-2-naphthoic acid and chiral amino alcohols and their applications as catalysts in asymmetric borane-mediated reductions of aromatic prochiral ketones in THF. The reductions provided the corresponding secondary alcohols with up to 96% ee and in good to excellent yields (89–99%). DFT calculations at B3LYP/6-31+g(d) level offered theoretical models to account for the enantioselectivity imposed by the chiral ligands in the reductions of the ketones." @default.
- W2419589571 created "2016-06-24" @default.
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- W2419589571 date "2016-08-01" @default.
- W2419589571 modified "2023-09-27" @default.
- W2419589571 title "A series of novel β-hydroxyamide based catalysts for borane-mediated enantioselective reductions of prochiral ketones" @default.
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- W2419589571 doi "https://doi.org/10.1016/j.tetasy.2016.06.003" @default.
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