Enantioselective Nickel-Catalyzed Electrochemical Reductive Conjugate Alkenylation of α,β-Unsaturated Ketones DOI Creative Commons
Siriphong Somprasong, Baonian Wan, Syuzanna R. Harutyunyan

et al.

Chemical Science, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 20, 2024

We present an asymmetric electrochemical nickel-catalysed reductive conjugate addition of alkenyl bromides/aryl iodides to α,β-unsaturated ketones in undivided cell, which afforded β-alkenylate/arylate high yields with excellent enantioselectivities.

Language: Английский

Electrochemically Driven Nickel‐Catalyzed Enantioselective Hydro‐Arylation/Alkenylation of Enones DOI Creative Commons
Zenghui Ye, Weiyuan Ma, Xi Zhang

et al.

Advanced Science, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 12, 2024

Abstract Herein, the study reports first electrochemical nickel‐catalyzed enantioselective hydro‐arylation/alkenylation of enones in an undivided cell with low‐cost electrodes absence external reductants and supporting electrolytes. Aryl bromides/iodides/triflates or alkenyl bromides are employed as electrophiles for efficient preparation more than 56 valuable β‐arylated/alkenylated ketones a simple manner (up to 97% yield, ee). With advantages electrochemistry, excellent functional group tolerance late‐stage modification complex natural products pharmaceuticals made established protocol greener economic. Mechanism investigation suggests that Ni I /Ni III cycle may be involved this electro‐reductive reaction rather metal reductant driven 0 II cycle. Overall, activation turnover nickel catalyst avoid drawbacks posed by employment stoichiometric amount sensitive powder reductants.

Language: Английский

Citations

2
Cobalt-Catalyzed Enantioselective Reductive Addition of Ketimine with Cyclopropyl Chloride to Construct the Chiral Amino Esters Bearing Cyclopropyl Fragments DOI
Jiangtao Hu, Tingting Xia, Xianqing Wu

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(22), P. 6311 - 6318

Published: Jan. 1, 2024

Co-catalyzed asymmetric reductive addition of ketimine with cyclopropyl chloride has been realized to access diverse chiral amino esters bearing fragments broad functional group tolerance and excellent enantioselectivities.

Language: Английский

Citations

1
Enantioselective Nickel-Catalyzed Electrochemical Reductive Conjugate Alkenylation of α,β-Unsaturated Ketones DOI Creative Commons
Siriphong Somprasong, Baonian Wan, Syuzanna R. Harutyunyan

et al.

Chemical Science, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 20, 2024

We present an asymmetric electrochemical nickel-catalysed reductive conjugate addition of alkenyl bromides/aryl iodides to α,β-unsaturated ketones in undivided cell, which afforded β-alkenylate/arylate high yields with excellent enantioselectivities.

Language: Английский

Citations

0