Nickel-Catalyzed Enantioselective α-Allylation of Cyclic Ketones with Allylic Alcohols

被引:1
|
作者
Jiang, Neng-Quan [1 ,2 ]
Li, Ming-Ming [1 ,2 ]
Xiao, Li-Jun [1 ,2 ]
Zhou, Qi-Lin [1 ,2 ]
机构
[1] Nankai Univ, Coll Chem, Frontiers Sci Ctr New Organ Matter, State Key Lab, Tianjin 300071, Peoples R China
[2] Nankai Univ, Coll Chem, Frontiers Sci Ctr New Organ Matter, Inst Elementoorgan Chem, Tianjin 300071, Peoples R China
基金
中国国家自然科学基金; 国家重点研发计划;
关键词
Allylic alcohol; Ketone; Allylic alkylation; Enantioselectivity; Nickel catalysis; ASYMMETRIC ALKYLATION; QUATERNARY; SUBSTITUTION; KETOESTERS; LIGANDS; ETHERS;
D O I
10.1002/adsc.202400538
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Transition-metal-catalyzed asymmetric alpha-allylation of ketones is a particularly useful tool for constructing stereocenters via C-C bond formation. However, this type of reaction often necessitated the use of activated ketones or pre-prepared enol intermediates as substrates. In this study, we developed a nickel-catalyzed alpha-allylation of unactivated cycloketones with allylic alcohols to synthesize chiral cycloketones with an alpha-quaternary carbon center. The reaction affords the products with 42-97% yields, 72-86% ee, and no additive is needed, and the only by-product is water. image
引用
收藏
页码:3829 / 3832
页数:4
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