Iridium-Catalyzed Enantioselective C( <i>sp</i> <sup>3</sup> )–H Borylation of Bicyclo[1.1.0]butanes

Bicyclo[1.1.0]butanes (BCBs) have attracted considerable interest in organic synthesis due to their versatile reactivity. However, the asymmetric synthesis of these strained systems remains a formidable challenge. We herein report an iridium-catalyzed enantioselective C(<i>sp</i><sup>3</sup>)-H borylation of BCBs, providing access to a range of optically active borylated BCBs with high enantioselectivities. We also demonstrated synthetic applications by downstream transformations, particularly in the stereoselective preparation of optically active multisubstituted cyclobutenes.

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Publication Details

Journal
Journal of the American Chemical Society
Published
2025-12-05
DOI
https://doi.org/10.1021/jacs.5c16702
Citations
1
Primary Topic
Catalytic C–H Functionalization Methods
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article
Field-Weighted Citation Impact
0.94
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article

Iridium-Catalyzed Enantioselective C( sp 3 )–H Borylation of Bicyclo[1.1.0]butanes

Senmiao Xu, Tianqi Jia, Lili Chen, Wei Sun
1 citations
Journal of the American Chemical Society
Catalytic C–H Functionalization Methods
0.94
article

Iridium-Catalyzed Enantioselective C( sp 3 )–H Borylation of Bicyclo[1.1.0]butanes

Senmiao Xu, Tianqi Jia, Lili Chen, Wei Sun
article en
1 citations

Abstract

Bicyclo[1.1.0]butanes (BCBs) have attracted considerable interest in organic synthesis due to their versatile reactivity. However, the asymmetric synthesis of these strained systems remains a formidable challenge. We herein report an iridium-catalyzed enantioselective C(<i>sp</i><sup>3</sup>)-H borylation of BCBs, providing access to a range of optically active borylated BCBs with high enantioselectivities. We also demonstrated synthetic applications by downstream transformations, particularly in the stereoselective preparation of optically active multisubstituted cyclobutenes.

Journal of the American Chemical SocietyVol. 147(51)
Hangzhou Normal University (CN), Chinese Academy of Sciences (CN), Lanzhou Institute of Chemical Physics (CN), Green Chemistry (PL), State Key Laboratory of Chemical Engineering (CN), University of Chinese Academy of Sciences (CN), East China Normal University (CN)
Openalex Percentile: Top 19%
Catalytic C–H Functionalization Methods
0.94
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Iridium-Catalyzed Enantioselective C( <i>sp</i> <sup>3</sup> )–H Borylation of Bicyclo[1.1.0]butanes — Senmiao Xu, Tianqi Jia, et al. · Journal of the American Chemical Society (2025) | TGRS Research Map | TGRS