4.7 Article

Asymmetric transfer hydrogenation of ketones catalyzed by hydrophobic metal-amido complexes in aqueous micelles and vesicles

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 70, Issue 23, Pages 9424-9429

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo0514826

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Asymmetric transfer hydrogenation of ketones, especially (X-bromomethyl aromatic ketones, catalyzed by unmodified, hydrophobic transition metal-amido complexes (TsDPEN-M), was performed successfully with significant enhancement of activity, chemoselectivity, and enantioselectivity (up to 99% ee) in aqueous media containing micelles and vesicles. The hydrophobic catalyst, embedded in micelles constructed from the surfactant cetyltrimethylammonium bromide (CTAB), could be separated from the organic phase along with the products and was recycled for at least six times.

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