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

• Main Authors: Zeyang Liu, Yongjie Wang, Kaihong Liu, Shanshan Wang, Haocheng Liao, Yuanli Zhu, Baoming Hou, Chunxia Tan, Guohua Liu
• Format: Article
• Language: English
• Published: Frontiers Media S.A. 2021-09-01
• Series: Frontiers in Chemistry
• Subjects: asymmetric catalysis; heterogeneous catalysts; hydration; transfer hydrogenation; silica
• Online Access: https://www.frontiersin.org/articles/10.3389/fchem.2021.732542/full
• ISSN: 2296-2646

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 in-situ generated ketones, which provided varieties of chiral alcohols in good yields with up to 99% ee 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.