Synthesis of axially chiral diaryl ethers


Journal

Chemical science
ISSN: 2041-6520
Titre abrégé: Chem Sci
Pays: England
ID NLM: 101545951

Informations de publication

Date de publication:
20 Mar 2024
Historique:
received: 01 12 2023
accepted: 28 01 2024
medline: 22 3 2024
pubmed: 22 3 2024
entrez: 22 3 2024
Statut: epublish

Résumé

Axially chiral diaryl ethers bearing two potential axes find unique applications in bioactive molecules and catalysis. However, only very few catalytic methods have been developed to construct structurally diverse diaryl ethers. We herein describe an NHC-catalyzed atroposelective esterification of prochiral dialdehydes, leading to the construction of enantioenriched axially chiral diaryl ethers. Mechanistic studies indicate that the matched kinetic resolutions play an essential role in the challenging chiral induction of flexible dual-axial chirality by removing minor enantiomers

Identifiants

pubmed: 38516093
doi: 10.1039/d3sc06444a
pii: d3sc06444a
pmc: PMC10952084
doi:

Types de publication

Journal Article

Langues

eng

Pagination

4564-4570

Informations de copyright

This journal is © The Royal Society of Chemistry.

Déclaration de conflit d'intérêts

There are no conflicts to declare.

Auteurs

Yingtao Wu (Y)

Key Laboratory of Functional Organic Molecule Design & Synthesis of Jilin Province, Department of Chemistry, Northeast Normal University Changchun Jilin 130024 China zhenggf265@nenu.edu.cn zhangq651@nenu.edu.cn.

Xin Guan (X)

Key Laboratory of Functional Organic Molecule Design & Synthesis of Jilin Province, Department of Chemistry, Northeast Normal University Changchun Jilin 130024 China zhenggf265@nenu.edu.cn zhangq651@nenu.edu.cn.

Huaqiu Zhao (H)

Key Laboratory of Functional Organic Molecule Design & Synthesis of Jilin Province, Department of Chemistry, Northeast Normal University Changchun Jilin 130024 China zhenggf265@nenu.edu.cn zhangq651@nenu.edu.cn.

Mingrui Li (M)

Key Laboratory of Functional Organic Molecule Design & Synthesis of Jilin Province, Department of Chemistry, Northeast Normal University Changchun Jilin 130024 China zhenggf265@nenu.edu.cn zhangq651@nenu.edu.cn.

Tianlong Liang (T)

Key Laboratory of Functional Organic Molecule Design & Synthesis of Jilin Province, Department of Chemistry, Northeast Normal University Changchun Jilin 130024 China zhenggf265@nenu.edu.cn zhangq651@nenu.edu.cn.

Jiaqiong Sun (J)

School of Environment, Northeast Normal University Changchun 130117 China.

Guangfan Zheng (G)

Key Laboratory of Functional Organic Molecule Design & Synthesis of Jilin Province, Department of Chemistry, Northeast Normal University Changchun Jilin 130024 China zhenggf265@nenu.edu.cn zhangq651@nenu.edu.cn.

Qian Zhang (Q)

Key Laboratory of Functional Organic Molecule Design & Synthesis of Jilin Province, Department of Chemistry, Northeast Normal University Changchun Jilin 130024 China zhenggf265@nenu.edu.cn zhangq651@nenu.edu.cn.
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences Shanghai 200032 China.

Classifications MeSH