4.7 Article

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

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 364, Issue 18, Pages 3161-3167

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.202200716

Keywords

alkylation; amino acid; cross-dehydrogenative coupling; peptides; C-H functionalization

Funding

  1. Ministerio de Ciencia e Innovacion [RTI2018-093721-B-I00]
  2. Basque Government [IT1033-16]
  3. ERDF
  4. ESF

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This study describes a radical alpha-C-H alkylation of a collection of N-picolinamide amino acid derivatives using ethers and cycloalkanes as chemical feedstock. This method is characterized by its reliable scalability and removable auxiliary group, and allows for the assembly of various tri- and tetrasubstituted amino acid compounds.
A radical alpha-C-H alkylation of a collection of N-picolinamide amino acid derivatives with ethers and cycloalkanes as chemical feedstock is described. This cross-dehydrogenative coupling is distinguished by its reliable scalability and removable auxiliary group, and enables the assembly of a variety of tri- and tetrasubstituted amino acid compounds.

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