Atropisomers beyond the C–C axial chirality: Advances in catalytic asymmetric synthesis

Atroposelective Synthesis of 1,1’‐Bipyrroles Bearing a Chiral N‐N Axis: Chiral Phosphoric Acid Catalysis with Lewis Acid‐Induced Enantiodivergence

(2022) Yaru Gao et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Chiral Pd-Catalyzed Enantioselective Syntheses of Various N–C Axially Chiral Compounds and Their Synthetic Applications

(2021) Osamu Kitagawa   ACCOUNTS OF CHEMICAL RESEARCH

Catalytic and Enantioselective Control of the C−N Stereogenic Axis via the Pictet‐Spengler Reaction

(2021) Ahreum Kim et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

N‐Heterocyclic Carbene‐Catalyzed Atroposelective Annulation for Access to Thiazine Derivatives with C‐N Axial Chirality

(2021) Tingting Li et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Phosphine-Catalyzed Asymmetric Allylic Alkylation of Achiral MBH Carbonates with 3,3′-Bisindolines: Enantioselective Construction of Quaternary Stereogenic Centers

(2021) Chuan Xiang Alvin Tan et al.   ORGANIC LETTERS

NHC‐Catalyzed Desymmetrization of N‐Aryl Maleimides Leading to the Atroposelective Synthesis of N‐Aryl Succinimides

(2021) Soumen Barik et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Rhodium‐Catalyzed C‐H Activation‐Based Construction of  Axiall and Centrally Chiral Indenes through Two Discrete Insertions

(2021) Xingwei Li et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Recent Advances in Catalytic Asymmetric Construction of Atropisomers

(2021) Jun Kee Cheng et al.   CHEMICAL REVIEWS

Access to Axially and Centrally Chiral Sulfinamides via Asymmetric Allylic Alkylation

(2021) Gaoliang Zheng et al.   ORGANIC LETTERS

Carbene-Catalyzed Atroposelective Annulation and Desymmetrization of Urazoles

(2021) Jiamiao Jin et al.   ORGANIC LETTERS

Highly Atroposelective Rhodium(II)-Catalyzed N–H Bond Insertion: Access to Axially Chiral N-Arylindolocarbazoles

(2021) Qiao Ren et al.   ACS Catalysis

An axial-to-axial chirality transfer strategy for atroposelective construction of C–N axial chirality

(2021) Ze-Shui Liu et al.   Chem

Organocatalytic Enantioselective Construction of Chiral Azepine Skeleton Bearing Multiple‐Stereogenic Elements

(2021) Shengli Huang et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Enantioselective Synthesis of Atropisomeric Biaryls by Pd‐Catalyzed Asymmetric Buchwald–Hartwig Amination

(2021) Peng Zhang et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Nitrosobenzene‐Enabled Chiral Phosphoric Acid Catalyzed Enantioselective Construction of Atropisomeric N‐Arylbenzimidazoles

(2021) Bin Tan et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Synthesis of Atropisomers by Transition-Metal-Catalyzed Asymmetric C–H Functionalization Reactions

(2021) Chen-Xu Liu et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Chiral Phosphoric Acid-Catalyzed Remote Control of Axial Chirality at Boron–Carbon Bond

(2021) Junxian Yang et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Construction of Axially Chiral Arylborons via Atroposelective Miyaura Borylation

(2021) Kai Yang et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Enantioselective Synthesis of Nitrogen–Nitrogen Biaryl Atropisomers via Copper-Catalyzed Friedel–Crafts Alkylation Reaction

(2021) Xiao-Mei Wang et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Enantioselective Nickel-Catalyzed Hydrocyanative Desymmetrization of Norbornene Derivatives

(2021) Feilong Sun et al.   ACS Catalysis

Enantioselective Synthesis of Axially Chiral Sulfonamides via Atroposelective Hydroamination of Allenes

(2021) Zeng Gao et al.   ACS Catalysis

Enantioselective and Diastereoselective C–H Alkylation of Benzamides: Synergized Axial and Central Chirality via a Single Stereodetermining Step

(2021) Jinlei Wang et al.   ACS Catalysis

Rational design and atroposelective synthesis of N–N axially chiral compounds

(2021) Guang-Jian Mei et al.   Chem

Atroposelective sp 3 C—H Coupling for Kinetic Resolution of Thioanilide Atropisomers

(2021) Hua‐Jie Jiang et al.   CHINESE JOURNAL OF CHEMISTRY

Asymmetric Synthesis of N–N Axially Chiral Compounds by Phase-Transfer-Catalyzed Alkylations

(2021) Ming Pan et al.   ORGANIC LETTERS

Asymmetric synthesis of N–N axially chiral compounds via organocatalytic atroposelective N-acylation

(2021) Wei Lin et al.   Chemical Science

Chiral-Phosphoric-Acid-Catalyzed Atroposelective C-H Amination of Arenes

(2020) Bin Tan et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Catalytic Atroposelective Synthesis of N-Aryl Quinoid Compounds

(2020) Sagar D. Vaidya et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Asymmetric Synthesis of Axially Chiral Phosphamides via Atroposelective N-Allylic Alkylation

(2020) Guo-Hui Yang et al.   ACS Catalysis

Enantioselective Synthesis of Atropisomers with Multiple Stereogenic Axes

(2020) Xiaoze Bao et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Enantioselective Synthesis of N–C Axially Chiral Compounds by Cu‐Catalyzed Atroposelective Aryl Amination

(2020) Johanna Frey et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Catalytic Asymmetric Construction of Axially Chiral Indole‐Based Frameworks: An Emerging Area

(2020) Tian-Zhen Li et al.   CHEMISTRY-A EUROPEAN JOURNAL

Atroposelective Synthesis of Axially Chiral N‐Arylpyrroles by Chiral‐at‐Rhodium Catalysis

(2020) Chen‐Xi Ye et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Asymmetric Synthesis of Axially Chiral Anilides via Organocatalytic Atroposelective N-Acylation

(2020) Dawei Li et al.   ORGANIC LETTERS

Organocatalytic Atroposelective Construction of Axially Chiral N-Aryl Benzimidazoles Involving Carbon–Carbon Bond Cleavage

(2020) Ningning Man et al.   ORGANIC LETTERS

Isothiourea-Catalyzed Atroposelective N-Acylation of Sulfonamides

(2020) Jun-Yang Ong et al.   ORGANIC LETTERS

Stereospecific Si-C coupling and remote control of axial chirality by enantioselective palladium-catalyzed hydrosilylation of maleimides

(2020) Xing-Wei Gu et al.   Nature Communications

Enantioselective Synthesis of Atropisomeric Anilides via Pd(II)-Catalyzed Asymmetric C–H Olefination

(2020) Qi-Jun Yao et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Rhodium‐Catalyzed Atroposelective Construction of Indoles via C‐H Bond Activation

(2020) Lincong Sun et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Enantioselective Atropisomeric Anilides Synthesis via Cu-Catalyzed Intramolecular Adjacent C–N Coupling

(2019) Xiaozhong Fan et al.   ACS Catalysis

Enantioselective Synthesis of Atropisomers Featuring Pentatomic Heteroaromatics by Pd-Catalyzed C–H Alkynylation

(2019) Shuo Zhang et al.   ACS Catalysis

Phosphoric acid-catalyzed atroposelective construction of axially chiral arylpyrroles

(2019) Lei Zhang et al.   Nature Communications

Disparate Catalytic Scaffolds for Atroposelective Cyclodehydration

(2019) Yongseok Kwon et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Enantioselective Synthesis of C-N Axially Chiral N-Aryloxindoles by Asymmetric Rhodium-Catalyzed Dual C-H Activation

(2019) Honghe Li et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Construction of N–C Axial Chirality through Atroposelective C–H Olefination of N-Arylindoles by Palladium/Amino Acid Cooperative Catalysis

(2019) Jitan Zhang et al.   ORGANIC LETTERS

Highly atroposelective synthesis of nonbiaryl naphthalene-1,2-diamine N-C atropisomers through direct enantioselective C-H amination

(2019) He-Yuan Bai et al.   Nature Communications

Practical access to axially chiral sulfonamides and biaryl amino phenols via organocatalytic atroposelective N-alkylation

(2019) Shenci Lu et al.   Nature Communications

Atroposelective Phosphoric Acid Catalyzed Three-Component Cascade Reaction: Enantioselective Synthesis of Axially Chiral N-Arylindoles

(2019) Lei Wang et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Construction of Axially Chiral Compounds via Asymmetric Organocatalysis

(2018) Yong-Bin Wang et al.   ACCOUNTS OF CHEMICAL RESEARCH

Divergent Control of Point and Axial Stereogenicity: Catalytic Enantioselective C−N Bond-Forming Cross-Coupling and Catalyst-Controlled Atroposelective Cyclodehydration

(2018) Yongseok Kwon et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Atroposelective Catalytic Asymmetric Allylic Alkylation Reaction for Axially Chiral Anilides with Achiral Morita–Baylis–Hillman Carbonates

(2018) Shou-Lei Li et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Remote Control of Axial Chirality: Synthesis of Spirooxindole–Urazoles via Desymmetrization of ATAD

(2018) Lin-Lin Zhang et al.   ORGANIC LETTERS

Enantioselective N-Heterocyclic Carbene-Catalyzed Kinetic Resolution of Anilides

(2018) Jianbo Bie et al.   ORGANIC LETTERS

Toward a Catalytic Atroposelective Synthesis of Diaryl Ethers Through C(sp2)–H Alkylation with Nitroalkanes

(2018) Jeffrey Gustafson et al.   SYNLETT

Highly Atroposelective Synthesis of Arylpyrroles by Catalytic Asymmetric Paal–Knorr Reaction

(2017) Lei Zhang et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Brønsted acid-catalysed enantioselective construction of axially chiral arylquinazolinones

(2017) Yong-Bin Wang et al.   Nature Communications

Catalytic Enantioselective Desymmetrization Reactions to All-Carbon Quaternary Stereocenters

(2016) Xing-Ping Zeng et al.   CHEMICAL REVIEWS

Catalytic Enantioselective Synthesis of N–C Axially Chiral Mebroqualone and Its Derivatives through Reductive Asymmetric Desymmetrization

(2016) Motohiro Hirai et al.   ORGANIC LETTERS

Targeting remote axial chirality control of N-(2-tert-butylphenyl)succinimides by means of Michael addition type reactions

(2016) Nicola Di Iorio et al.   TETRAHEDRON

Discovery and enantiocontrol of axially chiral urazoles via organocatalytic tyrosine click reaction

(2016) Ji-Wei Zhang et al.   Nature Communications

Catalytic asymmetric desymmetrization of N-arylmaleimides: efficient construction of both atom chirality and axial chirality

(2015) Jianlin Zhang et al.   CHEMICAL COMMUNICATIONS

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

(2015) Elango Kumarasamy et al.   CHEMICAL REVIEWS

Simultaneous Induction of Axial and Planar Chirality in Arene-Chromium Complexes by Molybdenum-Catalyzed Enantioselective Ring-Closing Metathesis

(2015) Ken Kamikawa et al.   CHEMISTRY-A EUROPEAN JOURNAL

Metal- and Oxidant-Free Synthesis of Quinazolinones from β-Ketoesters with o-Aminobenzamides via Phosphorous Acid-Catalyzed Cyclocondensation and Selective C–C Bond Cleavage

(2015) Zhongwen Li et al.   JOURNAL OF ORGANIC CHEMISTRY

Catalytic Enantioselective Synthesis of N-C Axially Chiral Phenanthridin-6-one Derivatives

(2015) Tomoaki Hirata et al.   JOURNAL OF ORGANIC CHEMISTRY

Enantioselective Synthesis of 3-Arylquinazolin-4(3H)-ones via Peptide-Catalyzed Atroposelective Bromination

(2015) Matthew E. Diener et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Asymmetric synthesis of axially chiral anilides by Pd-catalyzed allylic substitutions with P/olefin ligands

(2015) Yilin Liu et al.   ORGANIC & BIOMOLECULAR CHEMISTRY

Organocatalytic Atroposelective Formal Diels–Alder Desymmetrization of N-Arylmaleimides

(2015) Florine Eudier et al.   ORGANIC LETTERS

Asymmetric synthesis of heteroaryl atropisomers via a gold-catalyzed cycloisomerization–amination cascade reaction

(2014) Rui Guo et al.   CHEMICAL COMMUNICATIONS

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

(2014) Dixit Parmar et al.   CHEMICAL REVIEWS

Remote Control of Axial Chirality: Aminocatalytic Desymmetrization of N-Arylmaleimides via Vinylogous Michael Addition

(2014) Nicola Di Iorio et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Spontaneous transfer of chirality in an atropisomerically enriched two-axis system

(2014) Kimberly T. Barrett et al.   NATURE

Asymmetric Synthesis of Atropisomeric Compounds with an N‒C Chiral Axis

(2014) Isao Takahashi et al.   ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL

Phase-Transfer-Catalyzed Asymmetric Synthesis of Axially Chiral Anilides

(2013) Kun Liu et al.   Chemistry-An Asian Journal

Organocatalytic asymmetric transformations of modified Morita–Baylis–Hillman adducts

(2012) Tian-Yu Liu et al.   CHEMICAL SOCIETY REVIEWS

Catalytic Asymmetric Synthesis of Axially Chiral o-Iodoanilides by Phase-Transfer Catalyzed Alkylations

(2011) Seiji Shirakawa et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Organocatalytic enantioselective methodologies using Morita–Baylis–Hillman carbonates and acetates

(2011) Ramon Rios   Catalysis Science & Technology

Biocatalytic Desymmetrization of an Atropisomer with both an Enantioselective Oxidase and Ketoreductases

(2010) Bo Yuan et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Induction of axially chiral N–C bonds in N-aryl acridane and related complexes by chromium tricarbonyl migration reactions

(2010) Akiyoshi Mori et al.   CHEMICAL COMMUNICATIONS

Catalytic Enantioselective Synthesis of Atropisomeric Indoles with an NC Chiral Axis

(2010) Nobutaka Ototake et al.   CHEMISTRY-A EUROPEAN JOURNAL

Atropisomerism at CS Bonds: Asymmetric Synthesis of Diaryl Sulfones by Dynamic Resolution Under Thermodynamic Control

(2009) Jonathan Clayden et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Enantioselective Synthesis of an Atropisomeric Diaryl Ether

(2008) Jonathan Clayden et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION