Selective Three-Component Reductive Alkylalkenylation of Unbiased Alkenes via Carbonyl-Directed Nickel Catalysis

被引：47
|
作者：
Wang, Fang [1 ]
Pan, Shiwei [1 ]
Zhu, Shengqing [1 ]
Chu, Lingling [1 ]
机构：
[1] Donghua Univ, Coll Chem Chem Engn & Biotechnol, Ctr Adv Low Dimens Mat, State Key Lab Modificat Chem Fibers & Polymer Mat, Shanghai 201620, Peoples R China
来源：
ACS CATALYSIS | 2022年 / 12卷 / 15期
基金：
中国国家自然科学基金;
关键词：
nickel catalysis; dicarbofunctionalization; alkenylation; unbiased alkenes; reductive coupling; CROSS-COUPLING REACTIONS; ASYMMETRIC HYDROVINYLATION; HALIDES; DICARBOFUNCTIONALIZATION; ALKENYLATION; OLEFINS; ESTERS; ACIDS; VINYL; 1,2-DIFUNCTIONALIZATION;
D O I：
10.1021/acscatal.2c02163
中图分类号：
O64 [物理化学（理论化学）、化学物理学];
学科分类号：
070304 ; 081704 ;
摘要：
A Ni-catalyzed enantioselective reductive three-component alkylalkenylation of beta,gamma-alkenyl ketones with cis-alkenyl iodides and fluoroalkyl iodides in the presence of Mn is reported. By leveraging five-membered nickellacycles stabilized by pendant ketone group and chiral bis(oxazoline) (BiOx) ligand, this three-component protocol allows efficient access to enantioenriched beta-alkenyl ketones from simple starting materials. Ni-catalyzed three-component alkylalkenylation of diverse electronically unbiased alkenes beyond beta,gamma-alkenyl ketones that enables regioselective construction of two C(sp(3))-C(sp(3)) and C(sp(3))-(sp(2)) bonds in one single operation is also demonstrated.
引用
收藏
页码：9779 / 9789
页数：11
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