Enantioselective catalytic radical decarbonylative azidation and cyanation of aldehydes DOI Creative Commons
Rui Wang, Chengyu Wang, Peng Liu

et al.

Science Advances, Journal Year: 2023, Volume and Issue: 9(35)

Published: Sept. 1, 2023

Empowered by the ubiquity of carbonyl functional groups in organic compounds, decarbonylative functionalization was prevalent construction complex molecules. Under this context, asymmetric has emerged as an efficient pathway to accessing chiral motifs. However, ablation enantiomeric control a conventional 2e transition metal–catalyzed process notable because harsh conditions (high temperatures, etc.) that are usually required. To address challenge and use readily accessible aldehyde directly, we report radical azidation cyanation. Diverse aldehydes were directly used alkyl precursor, engaging subsequent inner-sphere or outer-sphere ligand transfer where motifs (CN N 3 ) could be incorporated excellent site- enantioselectivity. Mild conditions, broad scope, regioselectivity (driven polarity-matching strategy), enantioselectivity shown for both transformations. This strategy using precursor offered powerful reaction manifold transformations construct regio- stereoselectively.

Language: Английский

Recent advances in nickel-catalyzed propargylic substitution DOI
Feifei Tong, Dandan Hu, Chun Zhang

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(6), P. 1843 - 1857

Published: Jan. 1, 2024

This work summarizes recent progress in nickel-catalyzed propargylic substitution reactions, categorizing them based on the diverse types of nucleophiles involved, with a specific focus exploring asymmetric transformations.

Language: Английский

Citations

10
Enantioselective catalytic radical decarbonylative azidation and cyanation of aldehydes DOI Creative Commons
Rui Wang, Chengyu Wang, Peng Liu

et al.

Science Advances, Journal Year: 2023, Volume and Issue: 9(35)

Published: Sept. 1, 2023

Empowered by the ubiquity of carbonyl functional groups in organic compounds, decarbonylative functionalization was prevalent construction complex molecules. Under this context, asymmetric has emerged as an efficient pathway to accessing chiral motifs. However, ablation enantiomeric control a conventional 2e transition metal–catalyzed process notable because harsh conditions (high temperatures, etc.) that are usually required. To address challenge and use readily accessible aldehyde directly, we report radical azidation cyanation. Diverse aldehydes were directly used alkyl precursor, engaging subsequent inner-sphere or outer-sphere ligand transfer where motifs (CN N 3 ) could be incorporated excellent site- enantioselectivity. Mild conditions, broad scope, regioselectivity (driven polarity-matching strategy), enantioselectivity shown for both transformations. This strategy using precursor offered powerful reaction manifold transformations construct regio- stereoselectively.

Language: Английский

Citations

6