Palladium/Xu-Phos-catalyzed enantioselective arylalkoxylation reaction ofγ-hydroxyalkenes at room temperature  

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作  者:Shuai Zhu Mingjie Chen Haichao Shen Hanming Ding Wenbo Li Junliang Zhang 

机构地区:[1]State Key Laboratory of Petroleum Molecular&Process Engineering,Shanghai Key Laboratory of Green Chemistry and Chemical Processes,School of Chemistry and Molecular Engineering,East China Normal University,Shanghai 200062,China [2]School of Chemistry and Molecular Engineering,East China Normal University,Shanghai 200241,China [3]Department of Chemistry,Fudan University,Shanghai 200438,China

出  处:《Chinese Chemical Letters》2024年第11期355-360,共6页中国化学快报(英文版)

基  金:funding support of the National Natural Science Foundation of China(NSFC,Nos.22071060 and 22031004);the National Key R&D Program of China(No.2021YFF0701600);Shanghai Municipal Education Commission(No.20212308)。

摘  要:Metal-catalyzed alkene arylalkoxylation is a powerful complexity-building strategy for the synthesis of oxygen heterocycles from simpleγ-unsaturated alcohols,but only a few examples of catalytic enantioselective methods exist.Herein,an efficient palladium-catalyzed enantioselective arylalkoxylation ofγ-hydroxyalkenes with aryl halides is reported.The salient features of this transformation include a remarkable broad substrate scope,mild reaction conditions,and good functional group tolerance,delivering a series of chiral tetrahydrofurans containing a tertiary or quaternary stereocenter in good yields with up to 95%ee.The Xu10 ligand with a suitable side-arm was responsible for the high reactivity and good enantioselectivity of this transformation.

关 键 词:Palladium-catalysis Xu-Phos ENANTIOSELECTIVE Arylalkoxylation γ-Hydroxyalkenes 

分 类 号:O621.251[理学—有机化学]

 

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