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

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-catalyze...

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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:
Online Access:https://www.frontiersin.org/articles/10.3389/fchem.2021.732542/full
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spelling doaj-97b5a86597654829bb8c873dc6588b642021-09-22T06:15:47ZengFrontiers Media S.A.Frontiers in Chemistry2296-26462021-09-01910.3389/fchem.2021.732542732542Integrated Cobaloxime and Mesoporous Silica-Supported Ruthenium/Diamine Co-Catalysis for One-Pot Hydration/Reduction Enantioselective Sequential Reaction of AlkynesZeyang LiuYongjie WangKaihong LiuShanshan WangHaocheng LiaoYuanli ZhuBaoming HouChunxia TanGuohua LiuThis 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.https://www.frontiersin.org/articles/10.3389/fchem.2021.732542/fullasymmetric catalysisheterogeneous catalystshydrationtransfer hydrogenationsilica
collection DOAJ
language English
format Article
sources DOAJ
author Zeyang Liu
Yongjie Wang
Kaihong Liu
Shanshan Wang
Haocheng Liao
Yuanli Zhu
Baoming Hou
Chunxia Tan
Guohua Liu
spellingShingle Zeyang Liu
Yongjie Wang
Kaihong Liu
Shanshan Wang
Haocheng Liao
Yuanli Zhu
Baoming Hou
Chunxia Tan
Guohua Liu
Integrated Cobaloxime and Mesoporous Silica-Supported Ruthenium/Diamine Co-Catalysis for One-Pot Hydration/Reduction Enantioselective Sequential Reaction of Alkynes
Frontiers in Chemistry
asymmetric catalysis
heterogeneous catalysts
hydration
transfer hydrogenation
silica
author_facet Zeyang Liu
Yongjie Wang
Kaihong Liu
Shanshan Wang
Haocheng Liao
Yuanli Zhu
Baoming Hou
Chunxia Tan
Guohua Liu
author_sort Zeyang Liu
title Integrated Cobaloxime and Mesoporous Silica-Supported Ruthenium/Diamine Co-Catalysis for One-Pot Hydration/Reduction Enantioselective Sequential Reaction of Alkynes
title_short Integrated Cobaloxime and Mesoporous Silica-Supported Ruthenium/Diamine Co-Catalysis for One-Pot Hydration/Reduction Enantioselective Sequential Reaction of Alkynes
title_full Integrated Cobaloxime and Mesoporous Silica-Supported Ruthenium/Diamine Co-Catalysis for One-Pot Hydration/Reduction Enantioselective Sequential Reaction of Alkynes
title_fullStr Integrated Cobaloxime and Mesoporous Silica-Supported Ruthenium/Diamine Co-Catalysis for One-Pot Hydration/Reduction Enantioselective Sequential Reaction of Alkynes
title_full_unstemmed Integrated Cobaloxime and Mesoporous Silica-Supported Ruthenium/Diamine Co-Catalysis for One-Pot Hydration/Reduction Enantioselective Sequential Reaction of Alkynes
title_sort integrated cobaloxime and mesoporous silica-supported ruthenium/diamine co-catalysis for one-pot hydration/reduction enantioselective sequential reaction of alkynes
publisher Frontiers Media S.A.
series Frontiers in Chemistry
issn 2296-2646
publishDate 2021-09-01
description 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.
topic asymmetric catalysis
heterogeneous catalysts
hydration
transfer hydrogenation
silica
url https://www.frontiersin.org/articles/10.3389/fchem.2021.732542/full
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