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铑/双膦-硫脲催化的α,β-不饱和N-酰基吡唑的对映选择性氢化反应

Rhodium/bisphosphine-thiourea-catalyzed enantioselective hydrogenation of α,β-unsaturated N-acylpyrazoles.

作者信息

Li Pan, Hu Xinquan, Dong Xiu-Qin, Zhang Xumu

机构信息

College of Chemistry and Molecular Sciences, Wuhan University, Wuhan, Hubei 430072, P. R. China.

College of Chemical Engineering, Zhejiang University of Technology, Hangzhou, Zhejiang 310014, P. R. China.

出版信息

Chem Commun (Camb). 2016 Sep 22;52(78):11677-11680. doi: 10.1039/c6cc04987g.

Abstract

We successfully extended our Rh/bisphosphine-thiourea (ZhaoPhos) catalytic system to asymmetric hydrogenation of α,β-unsaturated N-acylpyrazoles affording products with high yields and excellent enantioselectivities (up to 97% yield, 99% ee). The pyrazole moiety played an important role in providing H-bond acceptor sites, which is critical for achieving high reactivities and enantioselectivities.

摘要

我们成功地将我们的铑/双膦-硫脲(赵磷)催化体系扩展至α,β-不饱和N-酰基吡唑的不对称氢化反应,得到了高产率和优异对映选择性的产物(产率高达97%,对映体过量值高达99%)。吡唑部分在提供氢键受体位点方面发挥了重要作用,这对于实现高反应活性和对映选择性至关重要。

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