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

Ni-Catalyzed Asymmetric Hydrogenation of Aromatic Ketoacids for the Synthesis of Chiral Lactones
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镍催化芳香酮酸不对称氢化合成手性内酯

DOI:
10.1021/acs.orglett.2c00608
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发表时间:
2022-04-08
期刊:
影响因子:
5.2
通讯作者:
Deng,Jin
Deng,Jin
中科院分区:
化学1区
文献类型:
--
作者:
Deng,Chen-Qiang;Deng,Jin

文献摘要

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发展了一种镍催化芳香族γ-和δ-酮酸不对称氢化反应的新方法,以高产率和良好的对映选择性(≤ 98%ee)合成了一系列γ-和δ-芳基内酯。在0.05mol%催化剂负载量(S/C = 2000)下,氢化可以在克规模上平稳地发生。该方案提供了一种高效实用的方法来获得手性内酯,在有机合成和制药工业中具有重要的潜在应用。
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.