Ether-Directed Enantioselective C(sp2)-H Borylation for the Synthesis of Axially Chiral Biaryls

Changji Liu; Chengcai Xia; Shu Yong Song; Senmiao Xu

doi:10.1021/acs.orglett.5c00919

Ether-Directed Enantioselective C(sp²)-H Borylation for the Synthesis of Axially Chiral Biaryls

Changji Liu
, Chengcai Xia
, Shu Yong Song^*
, Senmiao Xu^*

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

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

2 Scopus citations

Abstract

We report an ether-directed enantioselective C(sp²)-H borylation catalyzed by a chiral bidentate boryl ligand (CBL)/iridium system for constructing axially chiral biaryls. This method delivered diverse chiral biaryls with good to high enantioselectivities, accommodating varied electronic and steric substituents on the aryl rings. Gram-scale synthesis and downstream transformations of the C-B bond underscored its practicality.

Original language	English
Journal	Organic Letters
DOIs	https://doi.org/10.1021/acs.orglett.5c00919
State	Accepted/In press - 2025

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10.1021/acs.orglett.5c00919

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title = "Ether-Directed Enantioselective C(sp2)-H Borylation for the Synthesis of Axially Chiral Biaryls",

abstract = "We report an ether-directed enantioselective C(sp2)-H borylation catalyzed by a chiral bidentate boryl ligand (CBL)/iridium system for constructing axially chiral biaryls. This method delivered diverse chiral biaryls with good to high enantioselectivities, accommodating varied electronic and steric substituents on the aryl rings. Gram-scale synthesis and downstream transformations of the C-B bond underscored its practicality.",

author = "Changji Liu and Chengcai Xia and Song, \{Shu Yong\} and Senmiao Xu",

note = "Publisher Copyright: {\textcopyright} 2025 American Chemical Society.",

year = "2025",

doi = "10.1021/acs.orglett.5c00919",

language = "英语",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

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TY - JOUR

T1 - Ether-Directed Enantioselective C(sp2)-H Borylation for the Synthesis of Axially Chiral Biaryls

AU - Liu, Changji

AU - Xia, Chengcai

AU - Song, Shu Yong

AU - Xu, Senmiao

PY - 2025

Y1 - 2025

N2 - We report an ether-directed enantioselective C(sp2)-H borylation catalyzed by a chiral bidentate boryl ligand (CBL)/iridium system for constructing axially chiral biaryls. This method delivered diverse chiral biaryls with good to high enantioselectivities, accommodating varied electronic and steric substituents on the aryl rings. Gram-scale synthesis and downstream transformations of the C-B bond underscored its practicality.

AB - We report an ether-directed enantioselective C(sp2)-H borylation catalyzed by a chiral bidentate boryl ligand (CBL)/iridium system for constructing axially chiral biaryls. This method delivered diverse chiral biaryls with good to high enantioselectivities, accommodating varied electronic and steric substituents on the aryl rings. Gram-scale synthesis and downstream transformations of the C-B bond underscored its practicality.

UR - https://www.scopus.com/pages/publications/105002671350

U2 - 10.1021/acs.orglett.5c00919

DO - 10.1021/acs.orglett.5c00919

M3 - 文章

C2 - 40205663

AN - SCOPUS:105002671350

SN - 1523-7060

JO - Organic Letters

JF - Organic Letters

ER -

Ether-Directed Enantioselective C(sp²)-H Borylation for the Synthesis of Axially Chiral Biaryls

Abstract

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