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March 13, 20260 citations

Copper-Catalyzed Amino-alkoxycarbonylation of Unactivated Alkenes: Synthesis of β-Amino Esters via Primary Tosyl Amidyl Radical.

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XMXudong MaoDalian Institute of Chemical PhysicsMHMing HouDalian Institute of Chemical PhysicsYWYuanrui WangDalian Institute of Chemical Physics

Key Points

  • The aim is to develop a new synthetic method for β-amino acid derivatives using copper catalysis.
  • Utilized primary tosyl amidyl radical for radical initiation.
  • Conducted 1,2-amino-alkoxycarbonylation on unactivated alkenes.
  • Focused on the efficiency and straightforwardness of the approach.
  • Successfully synthesized various β-amino acid derivatives.
  • Demonstrated effectiveness of copper-mediated transformations.
  • Showed potential applications in pharmaceuticals and natural products.

Abstract

β-Amino acids serve as essential motifs in a wide array of bioactive compounds, pharmaceuticals, and natural products, playing a crucial role in the development of peptides and peptidomimetics. Transition-metal-catalyzed carbonylative functionalization represents an ideal strategy for synthesizing carbonyl-containing compounds. In this context, we disclose a primary tosyl amidyl radical initiated 1,2-amino-alkoxycarbonylation of unactivated alkenes, which offers a straightforward and efficient approach to synthesize β-amino acid derivatives.

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Cite This Study

Mao et al. (2026) studied this question.

synapsesocial.com/papers/69b3ab3c02a1e69014ccbf29https://doi.org/10.1021/acs.orglett.6c00774
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