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

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 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.

SUBMITTER: Liu Z

PROVIDER: S-EPMC8493125 | biostudies-literature | 2021

REPOSITORIES: biostudies-literature

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

Liu Zeyang Z Wang Yongjie Y Liu Kaihong K Wang Shanshan S Liao Haocheng H Zhu Yuanli Y Hou Baoming B Tan Chunxia C Liu Guohua G

Frontiers in chemistry 20210922

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 <i>in-situ</i> generated ketones, which provided varieties of chiral alcohols in good yields with up to 99% <i>ee</i> values. The immobilized Ru/diamine catalyst could be r ...[more]

PMID: 34631659

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