Challenges and recent advancements in the synthesis of α,α-disubstituted α-amino acids

Yu Zhang (), Jaro Vanderghinste, Jinxin Wang and Shoubhik Das ()
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Yu Zhang: Shanghai University of Traditional Chinese Medicine
Jaro Vanderghinste: University of Antwerp
Jinxin Wang: Shanghai University of Traditional Chinese Medicine
Shoubhik Das: University of Antwerp

Nature Communications, 2024, vol. 15, issue 1, 1-18

Abstract: Abstract α,α-Disubstituted α-amino acids (α-AAs) have improved properties compared to other types of amino acids. They serve as modifiers of peptide conformation and as precursors of bioactive compounds. Therefore, it has been a long-standing goal to construct this highly valuable scaffold efficiently in organic synthesis and drug discovery. However, access to α,α-disubstituted α-AAs is highly challenging and largely unexplored due to their steric constraints. To overcome these, remarkable advances have been made in the last decades. Emerging strategies such as synergistic enantioselective catalysis, visible-light-mediated photocatalysis, metal-free methodologies and CO2 fixation offer new avenues to access the challenging synthesis of α,α-disubstituted α-AAs and continuously bring additional contributions to this field. This review article aims to provide an overview of the recent advancements since 2015 and discuss existing challenges for the synthesis of α,α-disubstituted α-AAs and their derivatives.

Date: 2024
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DOI: 10.1038/s41467-024-45790-2

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