Cobalt‐Catalyzed Asymmetric Construction of Boron Stereocenters With C–N Axial Chirality
- 1Department of Chemistry Indian Institute of Technology Kanpur Kanpur Uttar Pradesh India
- 2PG & Research Department of Chemistry Bishop Heber College Tiruchirappalli Tamil Nadu India
Abstract
The efficient construction of boron stereogenic centers alongside axial chirality remains a significant synthetic challenge, particularly under one‐pot conditions. Herein, we report a cobalt/Salox‐catalyzed enantioselective annulation strategy that enables the simultaneous formation of B‐stereogenic frameworks and a C─N chiral axis via C─H and N─H annulation of arylamides with dialkynylborons. This protocol achieves asymmetric desymmetrization at boron along with effective diastereocontrol on the C─N axis under mild conditions. A wide range of aryl amides and alkynes are well tolerated, delivering structurally diverse products in good yields with consistently high diastereo‐ and enantioselectivities. Mechanistic studies, including control experiments and isotope labelling, provide insight into the reaction pathway and the origin of stereocontrol. The resulting chiral boron‐containing compounds exhibit notable fluorescence, and their photophysical properties suggest potential utility in optoelectronic applications.
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BibTeX
@article{kumaran2026cobaltcatalyzed,
title = {{Cobalt‐Catalyzed Asymmetric Construction of Boron Stereocenters With C–N Axial Chirality}},
author = {Subramani Kumaran and Harihara Subramanian Ravi Sankar and Pritam Maity and J. Richard Premkumar and Abir Das and Basker Sundararaju},
journal = {Advanced Science},
year = {2026},
month = aug,
doi = {10.1002/advs.77047},
url = {https://doi.org/10.1002/advs.77047},
note = {CC BY 4.0},
}
RIS
TY - JOUR
TI - Cobalt‐Catalyzed Asymmetric Construction of Boron Stereocenters With C–N Axial Chirality
AU - Subramani Kumaran
AU - Harihara Subramanian Ravi Sankar
AU - Pritam Maity
AU - J. Richard Premkumar
AU - Abir Das
AU - Basker Sundararaju
PY - 2026
DA - 2026/08/10
JO - Advanced Science
DO - 10.1002/advs.77047
UR - https://doi.org/10.1002/advs.77047
AB - The efficient construction of boron stereogenic centers alongside axial chirality remains a significant synthetic challenge, particularly under one‐pot conditions. Herein, we report a cobalt/Salox‐catalyzed enantioselective annulation strategy that enables the simultaneous formation of B‐stereogenic frameworks and a C─N chiral axis via C─H and N─H annulation of arylamides with dialkynylborons. This protocol achieves asymmetric desymmetrization at boron along with effective diastereocontrol on the C─N axis under mild conditions. A wide range of aryl amides and alkynes are well tolerated, delivering structurally diverse products in good yields with consistently high diastereo‐ and enantioselectivities. Mechanistic studies, including control experiments and isotope labelling, provide insight into the reaction pathway and the origin of stereocontrol. The resulting chiral boron‐containing compounds exhibit notable fluorescence, and their photophysical properties suggest potential utility in optoelectronic applications.
SN - 2198-3844
ER -