4.6 Article

Facile and efficient N-arylation of amino acid esters with (-)-methyl-3-dehydroshikimiate(3-MDHS): a bio-based and metal-free strategy leading to N-aryl amino acid derivatives

Journal

RSC ADVANCES
Volume 3, Issue 18, Pages 6545-6552

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c3ra40650d

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Funding

  1. National Natural Science Foundation of China [21272280]
  2. Strategic Cooperation Program between Guangdong Province
  3. Chinese Academy of Sciences [2009B091300125]
  4. Core Technology Program for Strategy Emerging Industries of Guangdong Province [2011A081401002]
  5. National Significant New Drugs Development [2011ZX09202-101-07]
  6. Science and Technology Program of Guangzhou City [2012J4300097]

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A novel and convenient bio-based protocol for the preparation of N-aryl amino acid derivatives from (-)-methyl-3-dehydroshikimate and amino acid esters via tandem cross-coupling and aromatization reactions has been developed. Various N-aryl amino acid esters were synthesized in moderate to high yields under mild and metal-free conditions without using aryl halides.

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