4.8 Article

Ni-Catalyzed C(sp3)-O Arylation of α-Hydroxy Esters

Related references

Note: Only part of the references are listed.
Article Chemistry, Multidisciplinary

Diastereoselective Synthesis of Aryl C-Glycosides from Glycosyl Esters via C-O Bond Homolysis

Yongliang Wei et al.

Summary: C-aryl glycosyl compounds offer improved in vivo stability compared to O- and N-glycoside analogues, making them attractive candidates for drug development and chemical biology studies. A new cross-coupling method has been developed for the preparation of C-aryl and heteroaryl glycosides, including nucleosides and 2-deoxysugars, from easily accessible glycosyl esters and bromoarenes, demonstrating the potential of this method in medicinal chemistry.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2021)

Article Chemistry, Multidisciplinary

Dynamic Kinetic Cross-Electrophile Arylation of Benzyl Alcohols by Nickel Catalysis

Peng Guo et al.

Summary: The study introduces a novel method for the direct functionalization of alcohols through arylation reactions, demonstrating a broad substrate scope and efficient coupling effects.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2021)

Article Chemistry, Multidisciplinary

Electrochemically Enabled, Nickel-Catalyzed Dehydroxylative Cross-Coupling of Alcohols with Aryl Halides

Zijian Li et al.

Summary: This method utilizes alcohols and aryl bromides as coupling partners, combining anodic preparation and nickel catalysis to efficiently construct C(sp(2))-C(sp(3)) bonds. The nickel-catalyzed paired electrolysis reaction showcases a broad substrate scope suitable for the synthesis of multifunctional compounds.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2021)

Article Multidisciplinary Sciences

Metallaphotoredox-enabled deoxygenative arylation of alcohols

Zhe Dong et al.

Summary: Metal-catalysed cross-couplings are widely used for the formation of C-C bonds, but alkyl cross-couplings using alcohols as coupling partners remain relatively underdeveloped. A new method for direct deoxygenative cross-coupling of free alcohols has been developed, showing potential for a wide range of applications, including the pharmaceutical industry. This technology represents a general strategy for combining in situ alcohol activation with transition metal catalysis.

NATURE (2021)

Article Chemistry, Multidisciplinary

Nickel/Photoredox-Catalyzed Asymmetric Reductive Cross-Coupling of Racemic α-Chloro Esters with Aryl Iodides

Haixing Guan et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2020)

Article Chemistry, Multidisciplinary

Nickel/Photoredox-Catalyzed Methylation of (Hetero)aryl Chlorides Using Trimethyl Orthoformate as a Methyl Radical Source

Stavros K. Kariofillis et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2020)

Article Chemistry, Multidisciplinary

The Cyclopropane Ring as a Reporter of Radical Leaving-Group Reactivity for Ni-Catalyzed C(sp3)-O Arylation

L. Reginald Mills et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2020)

Article Chemistry, Multidisciplinary

Palladium-Catalyzed α-Arylation of Carboxylic Acids and Secondary Amides via a Traceless Protecting Strategy

Zhi-Tao He et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2019)

Article Chemistry, Organic

Deaminative Arylation of Amino Acid-derived Pyridinium Salts

Megan E. Hoerrner et al.

ORGANIC LETTERS (2019)

Article Chemistry, Multidisciplinary

A Metallaphotoredox Strategy for the Cross-Electrophile Coupling of α-Chloro Carbonyls with Aryl Halides

Tiffany Q. Chen et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2019)

Article Chemistry, Multidisciplinary

Zn-Mediated Fragmentation of Tertiary Alkyl Oxalates Enabling Formation of Alkylated and Arylated Quaternary Carbon Centers

Yang Ye et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2019)

Article Chemistry, Multidisciplinary

Alcohols as Latent Coupling Fragments for Metallaphotoredox Catalysis: sp3-sp2 Cross-Coupling of Oxalates with Aryl Halides

Xiaheng Zhang et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2016)

Article Chemistry, Multidisciplinary

Iron-Catalyzed Enantioselective Cross-Coupling Reactions of α-Chloroesters with Aryl Grignard Reagents

Masayoshi Jin et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2015)

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)

Review Chemistry, Multidisciplinary

Metal-Catalyzed alpha-Arylation of Carbonyl and Related Molecules: Novel Trends in C-C Bond Formation by C-H Bond Functionalization

Carin C. C. Johansson et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2010)

Article Chemistry, Multidisciplinary

Catalytic asymmetric Hiyama cross-couplings of racemic α-bromo esters

Xing Dai et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2008)

Article Chemistry, Organic

Ni-catalyzed mild arylation of α-halocarbonyl compounds with arylboronic acids

Chao Liu et al.

ORGANIC LETTERS (2007)

Article Chemistry, Multidisciplinary

Hiyama reactions of activated and unactivated secondary alkyl halides catalyzed by a nickel/norephedrine complex

Neil A. Strotman et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2007)

Article Chemistry, Multidisciplinary

Palladium-catalyzed α-arylation of esters and amides under more neutral conditions

T Hama et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2003)

Article Chemistry, Multidisciplinary

Palladium-catalyzed α-arylation of esters and protected amino acids

S Lee et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2001)

Article Chemistry, Multidisciplinary

Palladium-catalyzed α-arylation of esters

WA Moradi et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2001)

Review Biochemistry & Molecular Biology

Pharmacology of chiral compounds: 2-arylpropionic acid derivatives

MF Landoni et al.

CURRENT DRUG METABOLISM (2001)