Iridium-Catalyzed Enantioselective C(sp3)–H Borylation of Bicyclo[1.1.0]butanes

Tianmeng Jia; Lili Chen; Wei Sun; Senmiao Xu

doi:10.1021/jacs.5c16702

Iridium-Catalyzed Enantioselective C(sp³)–H Borylation of Bicyclo[1.1.0]butanes

Tianmeng Jia
, Lili Chen
, Wei Sun^*
, Senmiao Xu^*

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

CAS - Lanzhou Institute of Chemical Physics
University of Chinese Academy of Sciences
Hangzhou Normal University

Research output: Contribution to journal › Article › peer-review

6 Scopus 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(sp³)–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.

Original language	English
Pages (from-to)	46787-46793
Number of pages	7
Journal	Journal of the American Chemical Society
Volume	147
Issue number	51
DOIs	https://doi.org/10.1021/jacs.5c16702
State	Published - 24 Dec 2025

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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(sp3)–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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T1 - Iridium-Catalyzed Enantioselective C(sp3)–H Borylation of Bicyclo[1.1.0]butanes

AU - Jia, Tianmeng

AU - Chen, Lili

AU - Sun, Wei

AU - Xu, Senmiao

PY - 2025/12/24

Y1 - 2025/12/24

N2 - 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(sp3)–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.

AB - 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(sp3)–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.

UR - https://www.scopus.com/pages/publications/105025691708

U2 - 10.1021/jacs.5c16702

DO - 10.1021/jacs.5c16702

M3 - 文章

C2 - 41347336

AN - SCOPUS:105025691708

SN - 0002-7863

VL - 147

SP - 46787

EP - 46793

JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

IS - 51

ER -

Iridium-Catalyzed Enantioselective C(sp³)–H Borylation of Bicyclo[1.1.0]butanes

Abstract

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