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Transition metal-free, visible-light-mediated construction of α,β-diamino esters via decarboxylative radical addition at room temperature

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Abstract

Transition-metal-free visible-light photoredox catalyzed decarboxylative radical addition has been developed for the construction of α,β-diamino esters from amino acids with glyoxylic oxime ethers under mild conditions. Cyclic and chain amino acids, dipeptides, and simple aliphatic acids are amenable to this addition as the alkyl radical source. A variety of α,β-diamino esters with broad functional groups were synthesized in satisfactory yields at room temperature. The employment of acridinium as the photocatalyst and its potential scalability also demonstrate the synthetic value in practice.

Graphical abstract: Transition metal-free, visible-light-mediated construction of α,β-diamino esters via decarboxylative radical addition at room temperature

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Publication details

The article was received on 21 Mar 2019, accepted on 29 Apr 2019 and first published on 01 May 2019


Article type: Research Article
DOI: 10.1039/C9QO00407F
Org. Chem. Front., 2019, Advance Article

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    Transition metal-free, visible-light-mediated construction of α,β-diamino esters via decarboxylative radical addition at room temperature

    G. Wu, J. Wang, C. Liu, M. Sun, L. Zhang, Y. Ma, R. Cheng and J. Ye, Org. Chem. Front., 2019, Advance Article , DOI: 10.1039/C9QO00407F

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