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Cobalt-Catalyzed Asymmetric Hydrosilylation of α-Oxygenated Ketones by Huiting Wen; Yifei Chen; Lanxuan Shi; Jianhui Chen; Yanshu Luo; Yuanzhi Xia is a Chemistry article available to read on EtoBox.

What is Cobalt-Catalyzed Asymmetric Hydrosilylation of α-Oxygenated Ketones about?

An asymmetric hydrosilylation of α-oxygenated ketones was developed under the catalysis of Co(OAc) 2 in combination with a chiral phosphine-amido-oxazoline (PAO) ligand, providing a mild, efficient, and enantioselective access to a variety of synthetically useful 1,2-diol derivatives. This protocol can be carried out at the gram scale with a catalyst loading of 1 mol %, and its synthetic utility was demonstrated by efficient conversion of the optically enriched products into chiral α-hydroxy acid, 1,3dioxolan-2-one, ethylene oxide, and 1,2,3-1H-triazole.O ptically pure 1,2-diols represent an important class of synthons in organic chemistry and have a wide range of applications for the preparation of biologically and pharmaceutically active compounds, 1 chiral auxiliaries, and ligands. 2 Thus, great attention has been paid to the preparation of chiral 1,2-diols. While a number of impressive methods have been developed, 3−7 their wide range of application is restricted by several inherent disadvantages. For asymmetric kinetic resolution methodologies, the yield is <50%. The asymmetric dihydroxylation of olefins is representative, but generally toxic and expensive osmium reagents are

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Author

Huiting Wen; Yifei Chen; Lanxuan Shi; Jianhui Chen; Yanshu Luo; Yuanzhi Xia

Publisher

American Chemical Society (ACS)

Published

2023

Language

EN

Field

Chemistry (Physical Sciences)