LuCl<sub>3</sub>/B(C<sub>6</sub>F<sub>5</sub>)<sub>3</sub> Cocatalyzed Reductive\nDeoxygenation of Ketones, Aldehydes,\nAlcohols, and Ethers to Alkanes with Pinacolborane

This report describes the LuCl<sub>3</sub>/B(C<sub>6</sub>F<sub>5</sub>)<sub>3</sub> cocatalyzed reductive deoxygenation of\n67 ketones,\naldehydes, alcohols, and ethers to alkanes under mild conditions.\nThe strategy tolerates reactive amino, hydroxyl, nitro, halogen, vinyl,\nand ester functional groups, and the results demonstrate rare chemoselective\ndeoxygenation of α,β-unsaturated ketones. Isotopic labeling\nexperiments, control experiments, and derivatization studies are used\nto elucidate the reaction mechanism.

Publication Details

Journal
Figshare
Published
2024-09-30
DOI
https://doi.org/10.1021/acs.orglett.4c02863.s001
Primary Topic
Genetic Mapping and Diversity in Plants and Animals
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article
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article

LuCl3/B(C6F5)3 Cocatalyzed Reductive\nDeoxygenation of Ketones, Aldehydes,\nAlcohols, and Ethers to Alkanes with Pinacolborane

Figshare
Genetic Mapping and Diversity in Plants and Animals
article

LuCl3/B(C6F5)3 Cocatalyzed Reductive\nDeoxygenation of Ketones, Aldehydes,\nAlcohols, and Ethers to Alkanes with Pinacolborane

article en

Abstract

This report describes the LuCl<sub>3</sub>/B(C<sub>6</sub>F<sub>5</sub>)<sub>3</sub> cocatalyzed reductive deoxygenation of\n67 ketones,\naldehydes, alcohols, and ethers to alkanes under mild conditions.\nThe strategy tolerates reactive amino, hydroxyl, nitro, halogen, vinyl,\nand ester functional groups, and the results demonstrate rare chemoselective\ndeoxygenation of α,β-unsaturated ketones. Isotopic labeling\nexperiments, control experiments, and derivatization studies are used\nto elucidate the reaction mechanism.

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Genetic Mapping and Diversity in Plants and Animals
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