☆ 4.7 Article

Radical C-H Alkylation with Ethers and Unactivated Cycloalkanes toward the Assembly of Tetrasubstituted Amino Acid Derivatives

ADVANCED SYNTHESIS & 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

α-Csp3-H Bond Functionalization of Simple Ethers in Radical Reactions

Yanping Feng et al.

Summary: The direct alpha-Csp(3)-H functionalization of simple ethers is an important strategy in radical reactions. This review discusses its applications based on different starting materials and analyzes mechanisms such as radical addition, C-H activation, elimination, metal-catalyzed coupling, cyclization, oxidation, and rearrangement.

SYNTHESIS-STUTTGART (2022)

添加到收藏夹

Article Chemistry, Organic

Synthesis of Unnatural α-Amino Acid Derivatives via Photoredox Activation of Inert C(sp3)-H Bonds

Florence Babawale et al.

Summary: A photocatalytic method for the synthesis of unnatural alpha-amino esters is reported, employing abundant alkanes and imines while retaining full atom economy.

ORGANIC LETTERS (2022)

添加到收藏夹

Review Chemistry, Multidisciplinary

Cross-dehydrogenative coupling of unactivated alkanes

Jianbin Li et al.

Summary: This review summarises recently developed strategies for achieving C-C cross-couplings between an inert aliphatic C-H bond and another C-H bond through different C(sp3)-H functionalisation tactics.

TRENDS IN CHEMISTRY (2022)

添加到收藏夹

Review Chemistry, Multidisciplinary

Radical-Based Synthesis and Modification of Amino Acids

Francisco Jose Aguilar Troyano et al.

Summary: Amino acids are key structural motifs widely used in organic synthesis, biochemistry, and material sciences. Radical chemistry strategies for the synthesis and modification of amino acids have gained increased attention in recent years, providing rapid access to libraries of novel unnatural amino acids containing a wide range of structural motifs.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2021)

添加到收藏夹

Review Chemistry, Multidisciplinary

Transition-Metal-Catalyzed, Coordination-Assisted Functionalization of Nonactivated C(sp3)-H Bonds

Bin Liu et al.

Summary: Transition-metal-catalyzed, coordination-assisted C(sp(3))-H functionalization has revolutionized synthetic planning by providing increased access to strategic positions in organic molecules. Challenges like high temperatures, difficulty in removing directing groups, and limited metal options beyond palladium still remain. This review aims to cover literature since 2004, highlighting current state-of-the-art methods, limitations, and discussing synthetic applications and reaction mechanisms.

CHEMICAL REVIEWS (2021)

添加到收藏夹

Article Chemistry, Organic

Visible-Light-Induced Oxidative α-Alkylation of Glycine Derivatives with Ethers under Metal-Free Conditions

Yang Song et al.

Summary: This work presents a visible-light-induced oxidative alpha-alkylation of glycine derivatives with ethers using Eosin Y as a catalyst. The reaction, conducted under blue light from a 3 W LED, produces a range of alpha-etherized glycine derivatives with good to excellent yields and functional group tolerance when tert-butyl hydroperoxide is used as the oxidant at ambient temperature. This operationally easy procedure offers an economical, metal-free, and mild approach for synthesizing alpha-etherized glycine derivatives.

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY (2021)

添加到收藏夹

Article Chemistry, Organic

Molecular Oxygen-Mediated Radical Alkylation of C(sp3)-H Bonds with Boronic Acids

Le Yang et al.

Summary: This study successfully achieved direct and site-specific alkylation of the (sp(3))C-H bond, leading to the synthesis of various unnatural alpha-amino acids and peptides in good yields under specific reaction conditions.

ORGANIC LETTERS (2021)

添加到收藏夹

Article Chemistry, Organic

Late-Stage C-H Acylation of Tyrosine-Containing Oligopeptides with Alcohols

Inaki Urruzuno et al.

Summary: A novel Pd-catalyzed late-stage C-H acylation method for labeling Tyr-containing peptides with alcohols is reported, featuring reliable scalability and the use of ethanol as a renewable feedstock.

ORGANIC LETTERS (2021)

添加到收藏夹

Review Chemistry, Multidisciplinary

Postassembly Modifications of Peptides via Metal-Catalyzed C-H Functionalization

Hua-Rong Tong et al.

Summary: This review highlights the recent advancements in metal-catalyzed C-H functionalization (CHF) chemistry for postassembly modification of peptides and proteins. Various strategies targeting amino acid side chains, backbone, and terminus groups on peptides are discussed, along with brief comments on nonmetal-mediated approaches. Readers are provided with a comprehensive overview of the current state of CHF-enabled peptide modification.

CCS CHEMISTRY (2021)

添加到收藏夹

Article Chemistry, Multidisciplinary

Recent progress in the oxidative coupling of unactivated Csp3-H bonds with other C-H bonds

Yang Liao et al.

Summary: This article reviews recent advances in the oxidative coupling of unactivated Csp(3)-H with different hybrid C-H bonds, including Csp-H, Csp(2)-H and Csp(3)-H bonds, summarizing the substrate scope, proposed mechanism, and application. It aims to provide insights towards developing novel and efficient protocols for Csp(3)-C bond construction.

CHEMICAL COMMUNICATIONS (2021)

添加到收藏夹

Review Chemistry, Multidisciplinary

Recent developments in chemical conjugation strategies targeting native amino acids in proteins and their applications in antibody-drug conjugates

Min Sun Kang et al.

Summary: This article explores the need for effective bioconjugation methods in the fields of chemical biology and synthetic biology, with a focus on how novel organic synthesis can address issues with traditional linker technology. It also analyzes the current developments in modifying native amino acids on peptides or proteins for ADC linkers, and discusses the research efforts in constructing ADCs using different conjugation methods.

CHEMICAL SCIENCE (2021)

添加到收藏夹

Review Chemistry, Multidisciplinary

Cross-dehydrogenative coupling: a sustainable reaction for C-C bond formations

Tian Tian et al.

Summary: This review explores the development of cross-dehydrogenative coupling (CDC) reactions over the past 20 years and discusses future trends and directions, including the use of alternative energy inputs such as photoredox, mechano, microwave, electrochemical, continuous-flow, and solar quantum dots. These alternative forms of energy are gradually replacing the classical form of thermal energy, inspiring broader applications and innovations in the future.

GREEN CHEMISTRY (2021)

添加到收藏夹

Article Chemistry, Organic

Cu-Catalyzed Site-Selective C(sp2)-H Radical Trifluoromethylation of Tryptophan-Containing Peptides

Itziar Guerrero et al.

ORGANIC LETTERS (2020)

添加到收藏夹

Article Chemistry, Organic

On the Mechanism of Cross-Dehydrogenative Couplings between N-aryl Glycinates and Indoles: A Computational Study

Paula Andrade-Sampedro et al.

JOURNAL OF ORGANIC CHEMISTRY (2020)

添加到收藏夹

Article Chemistry, Organic

Construction of Cyclophane-Braced Peptide Macrocycles via Palladium-Catalyzed Picolinamide-Directed Intramolecular C(sp2)-H Arylation

Boyang Han et al.

ORGANIC LETTERS (2020)

添加到收藏夹

Review Chemistry, Multidisciplinary

Late-stage functionalization of peptides via a palladium-catalyzed C(sp3)-H activation strategy

Bei-Bei Zhan et al.

CHEMICAL COMMUNICATIONS (2020)

添加到收藏夹

Article Chemistry, Multidisciplinary

Site-selective aqueous C-H acylation of tyrosine-containing oligopeptides with aldehydes

Marcos San Segundo et al.

CHEMICAL SCIENCE (2020)

添加到收藏夹

Article Chemistry, Multidisciplinary

Construction of Natural-Product-Like Cyclophane-Braced Peptide Macrocycles via sp3 C-H Arylation

Bo Li et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2019)

添加到收藏夹

Article Chemistry, Multidisciplinary

Pd-catalyzed site-selective C(sp2)-H radical acylation of phenylalanine containing peptides with aldehydes

Marcos San Segundo et al.

CHEMICAL SCIENCE (2019)

添加到收藏夹

Review Chemistry, Multidisciplinary

Catalytic alkylation of unactivated C(sp3)-H bonds for C(sp3)-C(sp3) bond formation

Zhen Chen et al.

CHEMICAL SOCIETY REVIEWS (2019)

添加到收藏夹

Review Chemistry, Multidisciplinary

Late-Stage Peptide Diversification by Position-Selective C-H Activation

Wei Wang et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2018)

添加到收藏夹

Article Chemistry, Multidisciplinary

Manganese/cobalt-catalyzed oxidative C(sp3)-H/C(sp3)-H coupling: a route to α-tertiary β-arylethylamines

Meiling Tan et al.

CHEMICAL COMMUNICATIONS (2018)

添加到收藏夹

Article Chemistry, Medicinal

From Oxiranes to Oligomers: Architectures of US FDA Approved Pharmaceuticals Containing Oxygen Heterocycles

Michael D. Delost et al.

JOURNAL OF MEDICINAL CHEMISTRY (2018)

添加到收藏夹

Review Chemistry, Organic

Cross-Dehydrogenative Coupling Reactions for the Functionalization of α-Amino Acid Derivatives and Peptides

Marcos San Segundo et al.

SYNTHESIS-STUTTGART (2018)

添加到收藏夹

Article Chemistry, Multidisciplinary

Visible-Light-Driven, Copper-Catalyzed Decarboxylative C(sp(3))-H Alkylation of Glycine and Peptides

Chao Wang et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2018)

添加到收藏夹

Article Chemistry, Multidisciplinary

Site-Selective Cu-Catalyzed Alkylation of alpha-Amino Acids and Peptides toward the Assembly of Quaternary Centers

Marcos San Segundo et al.

CHEMSUSCHEM (2018)

添加到收藏夹

Review Chemistry, Applied

Recent Advances of Oxidative Radical Cross-Coupling Reactions: Direct α-C(sp3)-H Bond Functionalization of Ethers and Alcohols

Sheng-rong Guo et al.

ADVANCED SYNTHESIS & CATALYSIS (2017)

添加到收藏夹

Article Chemistry, Organic

Recent Advances in Functionalization of α-C(sp3)-H Centres in Inactivated Ethers through Cross Dehydrogenative Coupling

Aanchal Batra et al.

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY (2017)

添加到收藏夹

Review Chemistry, Organic

C-H functionalisation of cycloalkanes

Arghya Banerjee et al.

ORGANIC & BIOMOLECULAR CHEMISTRY (2017)

添加到收藏夹

Article Chemistry, Organic

Co-Catalyzed C(sp3)-H Oxidative Coupling of Glycine and Peptide Derivatives

Marcos San Segundo et al.

ORGANIC LETTERS (2017)

添加到收藏夹

Article Chemistry, Multidisciplinary

Cross-dehydrogenative coupling and oxidative-amination reactions of ethers and alcohols with aromatics and heteroaromatics

Mahesh K. Lakshman et al.

CHEMICAL SCIENCE (2017)

添加到收藏夹

Article Biochemistry & Molecular Biology

Residue-Specific Peptide Modification: A Chemist's Guide

Justine N. deGruyter et al.

BIOCHEMISTRY (2017)

添加到收藏夹

Article Chemistry, Multidisciplinary

N-Aryl Groups Are Ubiquitous in Cross-Dehydrogenative Couplings Because They Stabilize Reactive Intermediates

Althea S. -K. Tsang et al.

CHEMISTRY-A EUROPEAN JOURNAL (2017)

添加到收藏夹

Article Chemistry, Organic

Iron-Catalyzed Oxidative Coupling Reaction of N-Acyl Glycine Esters and Malonates

Hui Yu et al.

SYNLETT (2016)

添加到收藏夹

Article Chemistry, Organic

The reductive cleavage of picolinic amides

Daniel H. O'Donovan et al.

TETRAHEDRON LETTERS (2016)

添加到收藏夹

Review Chemistry, Multidisciplinary

Oxidative Coupling between Two Hydrocarbons: An Update of Recent C-H Functionalizations

Chao Liu et al.

CHEMICAL REVIEWS (2015)

添加到收藏夹

Article Multidisciplinary Sciences

Coordinating activation strategy for C(sp3)-H/C(sp3)-H cross-coupling to access β-aromatic α-amino acids

Kaizhi Li et al.

NATURE COMMUNICATIONS (2015)

添加到收藏夹

Article Chemistry, Applied

Copper-Catalyzed Oxidative -Alkylation of -Amino Carbonyl Compounds with Ethers via Dual C(sp3)-H Oxidative Cross- Coupling

Wen-Ting Wei et al.

ADVANCED SYNTHESIS & CATALYSIS (2014)

添加到收藏夹

Review Chemistry, Multidisciplinary

The Cross-Dehydrogenative Coupling of Csp3-H Bonds: A Versatile Strategy for C-C Bond Formations

Simon A. Girard et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2014)

添加到收藏夹

Review Chemistry, Multidisciplinary

C-H Functionalization in the Synthesis of Amino Acids and Peptides

Anais F. M. Noisier et al.

CHEMICAL REVIEWS (2014)

添加到收藏夹

Article Chemistry, Organic

Di-tert-butyl Peroxide-Promoted α-Alkylation of α-Amino Carbonyl Compounds by Simple Alkanes

Haibo Peng et al.

JOURNAL OF ORGANIC CHEMISTRY (2014)

添加到收藏夹

Article Chemistry, Multidisciplinary

Iron-Catalyzed Oxidative C-H/C-H Cross-Coupling: An Efficient Route to α-Quaternary α-Amino Acid Derivatives

Kaizhi Li et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2013)

添加到收藏夹

Review Chemistry, Multidisciplinary

Direct Sp(3) alpha-C-H activation and functionalization of alcohol and ether

Shu-Yu Zhang et al.

CHEMICAL SOCIETY REVIEWS (2011)

添加到收藏夹

Article Chemistry, Multidisciplinary

Functionalizing glycine derivatives by direct C-C bond formation

Liang Zhao et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2008)

添加到收藏夹

© Peeref 2019-2024. All rights reserved.