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集成钴肟和介孔二氧化硅负载的钌/二胺共催化用于炔烃的一锅水合/还原对映选择性串联反应

Integrated Cobaloxime and Mesoporous Silica-Supported Ruthenium/Diamine Co-Catalysis for One-Pot Hydration/Reduction Enantioselective Sequential Reaction of Alkynes.

作者信息

Liu Zeyang, Wang Yongjie, Liu Kaihong, Wang Shanshan, Liao Haocheng, Zhu Yuanli, Hou Baoming, Tan Chunxia, Liu Guohua

机构信息

Key Laboratory of Resource Chemistry of Ministry of Education, Shanghai Key Laboratory of Rare Earth Functional Materials, Shanghai Normal University, Shanghai, China.

出版信息

Front Chem. 2021 Sep 22;9:732542. doi: 10.3389/fchem.2021.732542. eCollection 2021.

Abstract

This study developed a cost-efficient hydration/asymmetric transfer hydrogenation (ATH) process for the one-pot synthesis of valuable chiral alcohols from alkynes. During this process, the initial homogeneous cobaloxime-catalyzed hydration of alkynes was followed by heterogeneous Ru/diamine-catalyzed ATH transformation of the generated ketones, which provided varieties of chiral alcohols in good yields with up to 99% values. The immobilized Ru/diamine catalyst could be recycled at least three times before its deactivation in the sequential reaction system. This work shows a general method for developing one-pot asymmetric sequential catalysis towards sustainable organic synthesis.

摘要

本研究开发了一种经济高效的水合/不对称转移氢化(ATH)工艺,用于从炔烃一锅法合成有价值的手性醇。在此过程中,首先是钴肟催化的炔烃均相水合反应,随后是钌/二胺催化的生成酮的多相ATH转化反应,该反应以高达99%的对映体过量值高产率地提供了多种手性醇。在连续反应体系中,固定化的钌/二胺催化剂在失活前可循环使用至少三次。这项工作展示了一种开发用于可持续有机合成的一锅法不对称连续催化的通用方法。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3b9b/8493125/502633f039a8/fchem-09-732542-g008.jpg

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