Regio- and Enantioselective Functionalization of Gaseous Alkanes via Nickel-Catalyzed Alkene Dicarbofunctionalization.
4 affiliations
- 1Centro Singular de Investigación en Química Biolóxica e Materiais Moleculares (CiQUS), Departamento de Química Orgánica, Universidade de Santiago de Compostela, Santiago de Compostela15782, Spain.
- 2Department of Chemistry, University of Zurich, Winterthurerstrasse 190, ZurichCH 8057, Switzerland.
- 3Department of Chemistry and Biochemistry, University of California-Los Angeles, Los Angeles, California90095, United States.
- 4Oportunius, Galician Innovation Agency (GAIN), Santiago de Compostela15702, Spain.
Abstract
The regio- and enantioselective functionalization of gaseous alkanes remains an unsolved challenge in organic synthesis. Here, we report a general strategy for the asymmetric three-component dicarbofunctionalization of alkenes using readily available gaseous alkanes, including ethane, propane, and isobutane. This transformation, enabled by the merger of hydrogen atom transfer photocatalysis with a chiral nickel catalyst, efficiently delivers chiral α-aryl carbonyl compounds in good yield with excellent regio- and enantioselectivity (up to >20:1 rr and 99:1 er). Experimental and computational studies reveal insights into the mechanism controlling selectivity. Operating under exceptionally mild, energy-efficient conditions, the method unlocks a versatile platform for upgrading feedstock gaseous alkanes into sought-after chiral building blocks.
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BibTeX
@article{barbeiraaran2026regio,
title = {{Regio- and Enantioselective Functionalization of Gaseous Alkanes via Nickel-Catalyzed Alkene Dicarbofunctionalization.}},
author = {Sergio Barbeira-Arán and Akshay M Nair and Jose M Malga and Xia Hu and Ángel Rentería-Gómez and Yaning Liu and Achyut R Gogoi and Osvaldo Gutierrez and Cristina Nevado and Martín Fañanás-Mastral},
journal = {Journal of the American Chemical Society},
year = {2026},
month = oct,
doi = {10.1021/jacs.6c15886},
url = {https://europepmc.org/article/MED/42912347},
note = {CC BY},
}
RIS
TY - JOUR
TI - Regio- and Enantioselective Functionalization of Gaseous Alkanes via Nickel-Catalyzed Alkene Dicarbofunctionalization.
AU - Sergio Barbeira-Arán
AU - Akshay M Nair
AU - Jose M Malga
AU - Xia Hu
AU - Ángel Rentería-Gómez
AU - Yaning Liu
AU - Achyut R Gogoi
AU - Osvaldo Gutierrez
AU - Cristina Nevado
AU - Martín Fañanás-Mastral
PY - 2026
DA - 2026/10/01
JO - Journal of the American Chemical Society
DO - 10.1021/jacs.6c15886
UR - https://europepmc.org/article/MED/42912347
AB - The regio- and enantioselective functionalization of gaseous alkanes remains an unsolved challenge in organic synthesis. Here, we report a general strategy for the asymmetric three-component dicarbofunctionalization of alkenes using readily available gaseous alkanes, including ethane, propane, and isobutane. This transformation, enabled by the merger of hydrogen atom transfer photocatalysis with a chiral nickel catalyst, efficiently delivers chiral α-aryl carbonyl compounds in good yield with excellent regio- and enantioselectivity (up to >20:1 rr and 99:1 er). Experimental and computational studies reveal insights into the mechanism controlling selectivity. Operating under exceptionally mild, energy-efficient conditions, the method unlocks a versatile platform for upgrading feedstock gaseous alkanes into sought-after chiral building blocks.
SN - 0002-7863
SN - 1520-5126
ER -