Enantioselective and divergent construction of chiral amino alcohols and oxazolidin-2-ones via Ir-f-phamidol-catalyzed dynamic kinetic asymmetric hydrogenation  

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作  者:Ruixue Liu Xiaobing Ding Qiwei Lang Gen-Qiang Chen Xumu Zhang 

机构地区:[1]Department of Chemistry,Medi-Pingshan and Shenzhen Grubbs Institute,Southern University of Science and Technology,Shenzhen 518000,China [2]Academy for Advanced Interdisciplinary Studies,Southern University of Science and Technology,Shenzhen 518000,China [3]Chemistry and Chemical Engineering Guangdong Laboratory,Shantou 515031,China

出  处:《Chinese Chemical Letters》2025年第3期294-298,共5页中国化学快报(英文版)

基  金:the National Key R&D Program of China(No.2021YFA1500201);Shenzhen Science and Technology Innovation Committee(No.KQTD20150717103157174);Stable Support Plan Program of Shenzhen Natural Science Fund(No.20200925161222002);Key-Area Research and Development Program of Guangdong Province(No.2020B010188001);Innovative Team of Universities in Guangdong Province(No.2020KCXTD016);National Natural Science Foundation of China(No.21991113);the National Natural Science Foundation of China(Nos.21901107 and 22171129);the Guangdong Basic and Applied Basic Research Foundation(2022B1515020055);Shenzhen Science and Technology Innovation Committee(No.JCYJ20210324104202007)for financial support。

摘  要:The dynamic kinetic resolution(DKR)process remains a highly efficacious approach for constructing chiral amino alcohols via the catalytic asymmetric hydrogenation ofα-amino ketones.We report herein a highly efficient and enantioselective anti-selective dynamic kinetic asymmetric hydrogenation ofα-amino ketones catalyzed by Ir-(S)-f-phamidol system,providing various chiral amino alcohols and chiral oxazolidin-2-ones divergently with high diastereo-and enantioselectivity(up to 99%yield,up to 99%ee and up to 99:1 dr).In addition,the reaction could be performed on the gram-scale,and the resulting chiral amino alcohols are key intermediates of norephedrine and metaraminol.

关 键 词:Asymmetric hydrogenation α-Amino ketone f-Phamidol Iridium-catalysed Divergent synthesis 

分 类 号:O626[理学—有机化学] O621.3[理学—化学]

 

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