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PNN-锰配合物促进的酮的不对称转移氢化反应

Asymmetric Transfer Hydrogenation of Ketones Improved by PNN-Manganese Complexes.

作者信息

Su Yi, Ma Zhifeng, Wang Jingyao, Li Libin, Yan Xiuli, Ma Ning, Liu Qingbin, Solan Gregory A, Wang Zheng

机构信息

College of Science, Hebei Agricultural University, Baoding 071001, China.

School of Chemistry and Environment, Yunnan Minzu University, Kunming 650500, China.

出版信息

J Org Chem. 2024 Sep 6;89(17):12318-12325. doi: 10.1021/acs.joc.4c01253. Epub 2024 Aug 15.

Abstract

Chiral manganese(I) complexes that contain carbocyclic-fused 8-amino-5,6,7,8-tetrahydroquinolinyl groups that are appended with distinct -R substituents have proven to be effective catalysts in the asymmetric transfer hydrogenation (ATH) of a wide range of ketones (48 examples). Notably, proved to be the most productive catalyst, allowing an outstanding turnover number of 8300 with catalyst loadings as low as 0.01 mol %. Furthermore, this catalytic protocol shows considerable promise for applications in the synthesis of chiral drugs such as Lusutrombopag.

摘要

含有碳环稠合的8-氨基-5,6,7,8-四氢喹啉基且带有不同-R取代基的手性锰(I)配合物已被证明是多种酮(48个实例)不对称转移氢化(ATH)反应中的有效催化剂。值得注意的是, 被证明是最具活性的催化剂,在低至0.01 mol%的催化剂负载量下,其出色的周转数可达8300。此外,这种催化方法在合成诸如芦曲泊帕等手性药物方面显示出相当大的应用前景。

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