☆ 3.8 Review

Construction of axially chiral compounds via catalytic asymmetric radical reaction

GREEN SYNTHESIS AND CATALYSIS (2022)

相关参考文献

注意：仅列出部分参考文献，下载原文获取全部文献信息。

Review Chemistry, Organic

Catalytic Enantioselective Synthesis of C-N Atropisomeric Heterobiaryls

Jamie S. Sweet et al.

SYNTHESIS-STUTTGART (2022)

添加到收藏夹

Review Chemistry, Applied

Recent Advances in Organocatalytic Enantioselective Synthesis of Axially Chiral Allenes

Xing Wang et al.

Summary: Axially chiral allenes are important natural products and synthetic molecules with significant biological activity. The catalytic enantioselective synthesis of these compounds has been widely studied, and many simple and efficient methods have been developed, thanks to the advancements in asymmetric organocatalysis.

ADVANCED SYNTHESIS & CATALYSIS (2022)

添加到收藏夹

Article Chemistry, Multidisciplinary

Catalytic Asymmetric Construction of Axially and Centrally Chiral Heterobiaryls by Minisci Reaction

Dong Liang et al.

Summary: This study presents a new catalytic asymmetric synthesis method for the construction of axially and centrally chiral heterobiaryls. By combining an organic photoredox catalyst and a chiral phosphoric acid catalyst, the researchers achieved the metal-free construction of these complex molecules with excellent selectivity. This finding not only provides a new platform for the development of asymmetric desymmetrization methods but also opens up new possibilities for the synthesis of optically pure materials.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2022)

添加到收藏夹

Article Chemistry, Multidisciplinary

Photoassisted Cobalt-Catalyzed Asymmetric Reductive Grignard-Type Addition of Aryl Iodides

Xuan Jiang et al.

Summary: Grignard addition is an important method for synthesizing alcohol compounds, and the cobalt-catalyzed asymmetric reductive Grignard-type addition allows for the synthesis of chiral benzyl alcohols. This method has the advantages of mild reaction conditions, good functionality tolerance, and excellent enantiocontrol.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2022)

添加到收藏夹

Article Chemistry, Physical

Access to axially chiral styrenes via a photoinduced asymmetric radical reaction involving a sulfur dioxide insertion

Chun Zhang et al.

Summary: A photo-promoted, three-component, asymmetric free radical reaction has been developed for the synthesis of axially chiral compounds with high enantioselectivity. This method shows great potential for various applications.

CHEM CATALYSIS (2022)

添加到收藏夹

Review Chemistry, Multidisciplinary

Stereoselective construction of atropisomers featuring a C-N chiral axis

Yong-Jie Wu et al.

Summary: This article comprehensively summarizes the research progress of atropisomeric C-N compounds, with a focus on their synthetic strategies, and provides insights into future advancements.

GREEN SYNTHESIS AND CATALYSIS (2022)

添加到收藏夹

Review Chemistry, Organic

Recent advances in the catalytic asymmetric construction of atropisomers by central-to-axial chirality transfer

Xiao-Long Min et al.

Summary: Atropisomeric compounds, which exhibit restricted rotation of a single bond, are an important class of chiral molecules that have garnered significant attention in recent years. They are not only used as catalysts and ligands in asymmetric synthesis, but also commonly found in drug discovery and natural products. The review highlights the recent advances in the stereoselective synthesis of atropisomers using central-to-axial chirality transfer.

ORGANIC CHEMISTRY FRONTIERS (2022)

添加到收藏夹

Article Chemistry, Multidisciplinary

Copper-Catalyzed Asymmetric Coupling of Allenyl Radicals with Terminal Alkynes to Access Tetrasubstituted Allenes

Xiao-Yang Dong et al.

Summary: A copper-catalyzed asymmetric radical 1,4-carboalkynylation of 1,3-enynes has been reported, providing diverse synthetically challenging tetrasubstituted chiral allenes. The use of a chiral N,N,P-ligand is crucial for both reaction initiation and enantiocontrol over the highly reactive allenyl radicals. The reaction shows broad substrate scope and excellent functional group tolerance.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2021)

添加到收藏夹

Review Chemistry, Multidisciplinary

Recent Advances in Catalytic Asymmetric Construction of Atropisomers

Jun Kee Cheng et al.

Summary: Atropisomerism is a stereochemical behavior exhibited by three-dimensional molecules with rotationally restricted sigma bonds, and compounds with atropisomerically chiral properties are increasingly utilized in fields where molecular asymmetry is influential. There is a steady demand for atroposelective synthesis, leading to conceptually novel and streamlined methods for expanding the structural diversity of atropisomers. This review summarizes key achievements in the stereoselective preparation of biaryl, heterobiaryl, and nonbiaryl atropisomers between 2015 and 2020, emphasizing synthetic strategies for each structural class and potential applications of atropochiral targets.

CHEMICAL REVIEWS (2021)

添加到收藏夹

Article Chemistry, Physical

Cobalt-catalysed enantioselective C(sp3)-C(sp3) coupling

Yan Li et al.

Summary: The cobalt-catalysed enantioselective C(sp(3))-C(sp(3) coupling reaction enables the synthesis of chiral fluoroalkanes without the need for tailor-made auxiliary, allowing for the introduction of an aliphatic C-F stereogenic center at the desired position in an alkyl chain.

NATURE CATALYSIS (2021)

添加到收藏夹

Article Chemistry, Inorganic & Nuclear

A Cobalt-Catalyzed Enantioconvergent Radical Negishi C(sp3) - C(sp2) Cross-Coupling with Chiral Multidentate N,N,P-Ligand

Zhuang Li et al.

Summary: A cobalt-catalyzed enantioconvergent radical Negishi C(sp(3))-C(sp(2)) cross-coupling has been developed, providing access to a range of enantioenriched 1,1-diarylmethanes with good yield and moderate enantioselectivities. Key to this discovery is the use of a chiral multidentate anionic N,N,P-ligand to coordinate with the cobalt catalyst and control the chiral environment.

ORGANOMETALLICS (2021)

添加到收藏夹

Article Chemistry, Multidisciplinary

Photochemical Deracemization of Primary Allene Amides by Triplet Energy Transfer: A Combined Synthetic and Theoretical Study

Manuel Plaza et al.

Summary: The research investigated the photochemical deracemization of 2,4-disubstituted 2,3-butadienamides using experimental and theoretical approaches. A chiral sensitizer was found to catalyze the reaction, leading to the isolation of enantioenriched allene amides with high yield. The study revealed the binding properties and selectivity differences between the two enantiomers through luminescence data, DFT calculations, and NMR titration.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2021)

添加到收藏夹

Article Chemistry, Multidisciplinary

Enantioselective Copper-Catalyzed Radical Cyanation of Propargylic C-H Bonds: Easy Access to Chiral Allenyl Nitriles

Ronghua Lu et al.

Summary: The first enantioselective copper-catalyzed cyanation of propargylic C-H bonds via radical relay has been established using novel Box(OTMS) ligands, providing an efficient tool for constructing structurally diverse chiral allenyl nitriles with high yields and excellent enantioselectivities. The reaction features high functional group tolerance and mild conditions, and the chiral allene products can be easily converted to other chiral compounds via axis-to-center chirality transfer.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2021)

添加到收藏夹

Article Chemistry, Multidisciplinary

Aerobic oxidation of C-H bonds to carboxylic acids enabled by decatungstate photocatalysis

Jing Liu et al.

Summary: The new decatungstate photocatalysis method for oxidation of alkyl aromatics shows significant potential for industrial production of terephthalic acid, providing high yields under mild and green conditions.

GREEN SYNTHESIS AND CATALYSIS (2021)

添加到收藏夹

Review Chemistry, Organic

Recent Advances in Visible-Light-Mediated Minisci Reactions

Jianyang Dong et al.

Summary: N-Heteroarenes are widely present in natural products, small-molecule drugs, organic materials, and ligands, making selective C-H functionalization methods highly sought-after. The Minisci reaction is a useful tool for synthesizing alkyl-substituted nitrogen-containing aromatic rings, and the recent development of photocatalytic Minisci reactions has expanded their scope, successfully applied in drug synthesis.

CHINESE JOURNAL OF ORGANIC CHEMISTRY (2021)

添加到收藏夹

Article Chemistry, Multidisciplinary

Photo-induced transition-metal and photosensitizer free cross-coupling of aryl halides with disulfides

Dawei Cao et al.

Summary: A simple and efficient method for cross-coupling of aryl halides with different alkyl disulfides was developed under mild conditions. The reaction proceeded without the need for transition metal or external photosensitizer under air, and resulted in excellent yields with a broad substrate scope tolerant of various functional groups.

GREEN SYNTHESIS AND CATALYSIS (2021)

添加到收藏夹

Review Chemistry, Multidisciplinary

Recent advances in the radical-mediated decyanative alkylation of cyano(hetero)arene

Shiqi Tong et al.

Summary: The article summarizes recent advances in the radical-mediated decyanative alkylation reactions of cyano(hetero)arene via photo/electrochemistry, discussing the mechanisms involved in cleaving C(sp3)-H, C(sp2)-H, C-C or C-hetero bonds and forming new C-C bonds.

GREEN SYNTHESIS AND CATALYSIS (2021)

添加到收藏夹

Review Chemistry, Multidisciplinary

Atroposelective transformation of axially chiral (hetero)biaryls. From desymmetrization to modern resolution strategies

Jose A. Carmona et al.

Summary: This tutorial review provides a comprehensive overview of methodologies available for the atroposelective transformation of (heterobiaryl)biaryl precursors towards enantiomerically enriched products and discusses the conceptual aspects associated with each type of transformation. Several strategies have been developed based on the presence or absence of symmetry in the starting material and the occurrence of racemization or dynamicization events, including desymmetrization, classical kinetic resolution (KR), dynamic kinetic resolution (DKR), and dynamic kinetic asymmetric transformation (DYKAT). Seminal contributions and selected examples are discussed to highlight the potential of these synthetic tools.

CHEMICAL SOCIETY REVIEWS (2021)

添加到收藏夹

Review Chemistry, Organic

Research Progress on the Catalytic Enantioselective Synthesis of Axially Chiral Allenes by Chiral Organocatalysts

Qing Han Li et al.

CURRENT ORGANIC CHEMISTRY (2020)

添加到收藏夹

Article Chemistry, Multidisciplinary

Photochemical Deracemization of Allenes and Subsequent Chirality Transfer

Manuel Plaza et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2020)

添加到收藏夹

Article Chemistry, Multidisciplinary

Asymmetric Deoxygenative Cyanation of Benzyl Alcohols Enabled by Synergistic Photoredox and Copper Catalysis

Hong-Wei Chen et al.

CHINESE JOURNAL OF CHEMISTRY (2020)

添加到收藏夹

Article Chemistry, Multidisciplinary

Copper-Catalyzed Enantioselective Radical 1,4-Difunctionalization of 1,3-Enynes

Yuehua Zeng et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2020)

添加到收藏夹

Review Chemistry, Multidisciplinary

Radical azidation as a means of constructing C(sp3)-N3 bonds

Liang Ge et al.

GREEN SYNTHESIS AND CATALYSIS (2020)

添加到收藏夹

Review Chemistry, Multidisciplinary

Recent advances in visible-light photoredox-catalyzed nitrogen radical cyclization

Pengzi Wang et al.

GREEN SYNTHESIS AND CATALYSIS (2020)

添加到收藏夹

Review Chemistry, Multidisciplinary

Recent Advances in Minisci-Type Reactions

Rupert S. J. Proctor et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2019)

添加到收藏夹

Article Chemistry, Multidisciplinary

Copper-Complex-Catalyzed Asymmetric Aerobic Oxidative Cross-Coupling of 2-Naphthols: Enantioselective Synthesis of 3,3′-Substituted C1-Symmetric BINOLs

Jin-Miao Tian et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2019)

添加到收藏夹

Article Chemistry, Multidisciplinary

Free Amino Acid Recognition: A Bisbinaphthyl-Based Fluorescent Probe with High Enantioselectivity

Yuan-Yuan Zhu et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2019)

添加到收藏夹

Review Chemistry, Multidisciplinary

Recent advances in the synthesis of axially chiral biaryls via transition metal-catalysed asymmetric C-H functionalization

Gang Liao et al.

CHEMICAL COMMUNICATIONS (2019)

添加到收藏夹

Review Chemistry, Multidisciplinary

Construction of Axially Chiral Compounds via Asymmetric Organocatalysis

Yong-Bin Wang et al.

ACCOUNTS OF CHEMICAL RESEARCH (2018)

添加到收藏夹

Review Chemistry, Medicinal

Recent encounters with atropisomerism in drug discovery

Peter W. Glunz

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS (2018)

添加到收藏夹

Article Multidisciplinary Sciences

Catalytic deracemization of chiral allenes by sensitized excitation with visible light

Alena Hoelzl-Hobmeier et al.

NATURE (2018)

添加到收藏夹

Review Chemistry, Organic

Unique Strategies for Controlling Enantioselective Stereochemistry of Cyclizations via Radical Intermediates

Hideto Miyabe

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY (2017)

添加到收藏夹

Review Chemistry, Physical

Recent advances in catalytic asymmetric synthesis of allenes

Wen-Dao Chu et al.

CATALYSIS SCIENCE & TECHNOLOGY (2017)

添加到收藏夹

Article Chemistry, Multidisciplinary

Enantioselective Oxidative Homocoupling and Cross-Coupling of 2-Naphthols Catalyzed by Chiral Iron Phosphate Complexes

Sachin Narute et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2016)

添加到收藏夹

Review Chemistry, Multidisciplinary

Radicals: Reactive Intermediates with Translational Potential

Ming Yan et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2016)

添加到收藏夹

Review Chemistry, Physical

Chiral Monophosphorus Ligands for Asymmetric Catalytic Reactions

Wenzhen Fu et al.

ACS CATALYSIS (2016)

添加到收藏夹

Review Chemistry, Multidisciplinary

Nonbiaryl and Heterobiaryl Atropisomers: Molecular Templates with Promise for Atropselective Chemical Transformations

Elango Kumarasamy et al.

CHEMICAL REVIEWS (2015)

添加到收藏夹

Review Chemistry, Multidisciplinary

Recent advances and new concepts for the synthesis of axially stereoenriched biaryls

J. Wencel-Delord et al.

CHEMICAL SOCIETY REVIEWS (2015)

添加到收藏夹

Review Chemistry, Multidisciplinary

Complete Field Guide to Asymmetric BINOL-Phosphate Derived Bronsted Acid and Metal Catalysis: History and Classification by Mode of Activation; Bronsted Acidity, Hydrogen Bonding, Ion Pairing, and Metal Phosphates

Dixit Parmar et al.

CHEMICAL REVIEWS (2014)

添加到收藏夹

Article Chemistry, Multidisciplinary

Cobalt-Bisoxazoline-Catalyzed Asymmetric Kumada Cross-Coupling of Racemic α-Bromo Esters with Aryl Grignard Reagents

Jianyou Mao et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2014)

添加到收藏夹

Review Chemistry, Multidisciplinary

Recent advances in enzymatic and chemical deracemisation of racemic compounds

Michal Rachwalski et al.

CHEMICAL SOCIETY REVIEWS (2013)

添加到收藏夹

Review Chemistry, Multidisciplinary

Atroposelective Total Synthesis of Axially Chiral Biaryl Natural Products

Gerhard Bringmann et al.

CHEMICAL REVIEWS (2011)

添加到收藏夹

Article Chemistry, Medicinal

Revealing Atropisomer Axial Chirality in Drug Discovery

Steven R. LaPlante et al.

CHEMMEDCHEM (2011)

添加到收藏夹

Article Chemistry, Medicinal

Assessing Atropisomer Axial Chirality in Drug Discovery and Development

Steven R. LaPlante et al.

JOURNAL OF MEDICINAL CHEMISTRY (2011)

添加到收藏夹

Review Biochemistry & Molecular Biology

Minisci reactions: Versatile CH-functionalizations for medicinal chemists

Matthew A. J. Duncton

MEDCHEMCOMM (2011)

添加到收藏夹

Review Chemistry, Multidisciplinary

The Challenge of Atropisomerism in Drug Discovery

Jonathan Clayden et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2009)

添加到收藏夹

Review Chemistry, Multidisciplinary

Total synthesis of chiral biaryl natural products by asymmetric biaryl coupling

Marisa C. Kozlowski et al.

CHEMICAL SOCIETY REVIEWS (2009)

添加到收藏夹

Article Chemistry, Multidisciplinary

Iron-Catalyzed Asymmetric Aerobic Oxidation: Oxidative Coupling of 2-Naphthols

Hiromichi Egami et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2009)

添加到收藏夹

Review Chemistry, Inorganic & Nuclear

Chemo-enzymatic deracemization methods for the preparation of enantiopure non-natural alpha-amino acids

Stefano Servi et al.

COORDINATION CHEMISTRY REVIEWS (2008)

添加到收藏夹

Article Chemistry, Multidisciplinary

Highly enantioselective oxidative couplings of 2-naphthols catalyzed by chiral bimetallic oxovanadium complexes with either oxygen or air as oxidant

Qi-Xiang Guo et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2007)

添加到收藏夹

Review Chemistry, Multidisciplinary

Atroposelective synthesis of axially chiral biaryl compounds

G Bringmann et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2005)

添加到收藏夹

Review Chemistry, Multidisciplinary

Enantioselective radical processes

MP Sibi et al.

CHEMICAL REVIEWS (2003)

添加到收藏夹

Article Chemistry, Organic

Enantioselective oxidative biaryl coupling reactions catalyzed by 1,5-diazadecalin metal complexes

XL Li et al.

ORGANIC LETTERS (2001)

添加到收藏夹

© Peeref 2019-2024. All rights reserved.