Catalytic enantioselective Henry reaction of α-keto esters, 2-acylpyridines and 2-acylpyridine N-oxides.

Catalytic enantioselective Henry reaction of α-keto esters, 2-acylpyridines and 2-acylpyridine N-oxides.
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α-酮酯、2-酰基吡啶和2-酰基吡啶氮氧化物的催化对映选择性亨利反应

DOI:
10.1039/c8ra00552d
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发表时间:
2018-02-28
期刊:
影响因子:
3.9
通讯作者:
Zhou, Hui
Zhou, Hui
中科院分区:
化学3区
文献类型:
--
作者:
He, Feilong;Chen, Guanghui;Yang, Junxia;Liang, Guojuan;Deng, Ping;Xiong, Yan;Zhou, Hui

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合成了一种Ni-PyBisulidine配合物,用于催化α-酮酸酯、2-酰基吡啶和2-酰基吡啶N-氧化物的不对称亨利反应。在催化剂用量为1- 2mol%时,β-硝基-α-羟基酯的产率高达99%,对映体过量高达94%.当催化剂用量为2mol%时,得到了2-酰基吡啶和2-酰基吡啶N-氧化物,它们都是简单的甲基酮,产率高达94%,ee值高达86%。低负载量镍配合物催化酮的不对称亨利反应。
A pre-prepared Ni–PyBisulidine complex has been developed for the catalytic asymmetric Henry reaction of α-keto esters, 2-acylpyridines and 2-acylpyridine N-oxides. The corresponding β-nitro-α-hydroxy esters were obtained in good to excellent yields (up to 99%) with a high enantiomeric excess (ee) (up to 94%) with a catalyst loading of 1–2 mol%. The desired products of 2-acylpyridines and 2-acylpyridine N-oxides, which were simple methyl ketones, were obtained in medium to excellent yields (up to 94%) with medium to good ee (up to 86%) by using 2 mol% of catalyst. Asymmetric Henry reaction of ketones catalyzed by a pre-prepared Ni complex with low catalyst loading.
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