Enantioselective Nickel-Electrocatalyzed Reductive Propargylic Carboxylation with CO2

• DOI: 10.1021/jacs.4c04211
• Publication Date: 2024-05-16T22:13:01Z
• Authors: Qingdong Hu; Boyuan Wei; Mingxu Wang; Minghao Liu; Xiao-Wang Chen; Chuan-Kun Ran; Gefei Wang; Ziting Chen; Haoze Li; Jin Song; Da-Gang Yu; Chang Guo
• Keywords: Carboxylation

The exploitation of carbon dioxide (CO2) as a sustainable, plentiful, and harmless C1 source for the catalytic synthesis enantioenriched carboxylic acids has long been acknowledged pivotal task in synthetic chemistry. Herein, we present current-driven nickel-catalyzed reductive carboxylation reaction with CO2 fixation, facilitating formation C(sp3)–C(sp2) bonds by circumventing handling moisture-sensitive organometallic reagents. This electroreductive protocol serves practical platform, paving way propargylic (up to 98% enantiomeric excess) from racemic carbonates CO2. efficacy this transformation is exemplified its successful utilization asymmetric total (S)-arundic acid, (R)-PIA, (S)-chizhine D, (S)-cochlearin G, (S,S)-alexidine, thereby underscoring potential electrosynthesis achieve complex molecular architectures sustainably.