Exploitation of Dimeric Cyclic Cysteine as Helix Inducer in Ultra‐Short Peptides for Cu(II)‐Catalyzed Asymmetric Michael Addition on Chalcones

نویسندگان

چکیده

A dimeric cyclic cysteine analogue, i. e. (1R,1'R,2R,2'R)-2,2'-disulfanediylbis (aminocyclohexane-1-carboxylic acid), was used as a constrained unnatural amino acid and folding inducer in ultra-short Leu-Val-containing peptide. Our results showed that both free dimer L1 its peptide derivative L2 are able to chelate Cu(II). The obtained complexes resulted be catalytically active Michael addition reaction of nitromethane on different types chalcones. L1-Cu(II) shown more reactive terms conversion, while, neat conditions, L2-Cu(II) allows obtain an interesting 60% e.e. pyridine chalcone.

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ژورنال

عنوان ژورنال: European Journal of Organic Chemistry

سال: 2023

ISSN: ['1434-193X', '1099-0690']

DOI: https://doi.org/10.1002/ejoc.202300240