Quinolinamide-Enabled Nickel-Catalyzed Regio- and Diastereoselective γ,δ-Arylalkylation of Nonactivated Alkenes

被引：1
作者：
Zhang, Lanlan [1 ]
Zhao, Lei [1 ]
Zhu, Yuqin [1 ]
Wang, Chao [1 ]
机构：
[1] Tianjin Normal Univ, Tianjin Key Lab Struct & Performance Funct Mol, Coll Chem, Tianjin 300387, Peoples R China
来源：
SYNLETT | 2024年 / 35卷 / 10期
基金：
中国国家自然科学基金;
关键词：
alkenes; directing group; aryalkylation; nickel catalysis; diastereoselectivity; UNACTIVATED OLEFINS; CARBONYL-COMPOUNDS; DICARBOFUNCTIONALIZATION; DIFUNCTIONALIZATION; FUNCTIONALIZATION; 1,2-DIARYLATION; STRATEGIES; AMINATION; ARYLATION; BONDS;
D O I：
10.1055/a-2192-7085
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A quinolinamide-enabled nickel-catalyzed gamma,delta-arylalkylation of homoallylic amines with aryl iodides and organozinc compounds has been developed. The cleavable quinolinamide directing group facilitates the stabilization of a five-membered nickelacycle, and enables the dicarbofunctionalization of nonactivated alkenes with excellently regio, chemo-, and diastereoselectivity. The reaction with internal alkenes proceeds stereospecifically to provide valuable gamma-alkyl-delta-aryl-substituted amines with two vicinal stereocenters. The scope of substrates and the utility of the protocol have been thoroughly studied.
引用
收藏
页码：1121 / 1126
页数：6
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