Literature DB >> 28052530

Ligand-Enabled β-C-H Arylation of α-Amino Acids Without Installing Exogenous Directing Groups.

Gang Chen1, Zhe Zhuang1, Gen-Cheng Li1, Tyler G Saint-Denis1, Yi Hsiao2, Candice L Joe2, Jin-Quan Yu1.   

Abstract

Herein we report acid-directed β-C(sp3 )-H arylation of α-amino acids enabled by pyridine-type ligands. This reaction does not require the installation of an exogenous directing group, is scalable, and enables the preparation of Fmoc-protected unnatural amino acids in three steps. The pyridine-type ligands are crucial for the development of this new C(sp3 )-H arylation.
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  C−H activation; amino acids; arylation; palladium; pyridine ligands

Mesh：

Substances：

Year:  2017        PMID： 28052530      PMCID： PMC5302090          DOI： 10.1002/anie.201610580

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN： 1433-7851            Impact factor:   15.336


  20 in total

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4.  Novel acetoxylation and C-C coupling reactions at unactivated positions in alpha-amino acid derivatives.

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7.  Ligand-Enabled Monoselective β-C(sp3)-H Acyloxylation of Free Carboxylic Acids Using a Practical Oxidant.

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10.  Merging C(sp3)-H activation with DNA-encoding.

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