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镍催化的芳香族酮酸的不对称氢化反应在手性内酯合成中的应用。

Ni-Catalyzed Asymmetric Hydrogenation of Aromatic Ketoacids for the Synthesis of Chiral Lactones.

机构信息

CAS Key Laboratory of Urban Pollutant Conversion, Anhui Province Key Laboratory of Biomass Clean Energy, Department of Applied Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, China.

出版信息

Org Lett. 2022 Apr 8;24(13):2494-2498. doi: 10.1021/acs.orglett.2c00608. Epub 2022 Mar 29.

Abstract

A highly efficient Ni-catalyzed asymmetric hydrogenation of aromatic γ- and δ-ketoacids has been developed, affording a series of γ- and δ-aryl lactones in high yields and excellent enantioselectivities (≤98% ee). The hydrogenation could occur smoothly on a gram scale with 0.05 mol % catalyst loading (S/C = 2000). This protocol provides an efficient and practical approach for accessing chiral lactones with important potential applications in organic synthesis and the pharmaceutical industry.

摘要

发展了一种高效的镍催化芳香族 γ-和 δ-酮酸的不对称氢化反应,以高产率和优异的对映选择性(≤98%ee)得到一系列 γ-和 δ-芳基乳内酯。氢化反应可以在克级规模下以 0.05 mol%催化剂负载量(S/C=2000)顺利进行。该方法为获得具有重要潜在应用的手性乳内酯提供了一种有效且实用的途径,在有机合成和制药工业中具有重要意义。

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