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

被引：3

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

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2024年 / 366卷 / 18期

基金：

国家重点研发计划; 中国国家自然科学基金;

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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