Abstract:
This review deals with applications of chiral αα-amino diazoketones, αα-amino acid derivatives, in the synthesis of various biologically active compounds. General approaches to the synthesis of chiral αα-amino diazoketones, including the Arndt–Eistert reaction, acylation of trimethylsilyldiazomethanes, etc., are discussed. Due to the presence of three functional groups, these building blocks can be used to produce a wide range of organic compounds with potential physiological activity, ranging from various heterocyclic compounds to peptidomimetics. Methods for the synthesis of ββ-amino acid-containing peptides and depsipeptides, amino acid derivatives and heterocyclic compounds with three- to seven-membered rings are considered.
The bibliography includes 226 references.
Citation:
D. P. Zarezin, V. G. Nenajdenko, “Diazocarbonyl derivatives of amino acids: unique chiral building blocks for the synthesis of biologically active compounds”, Russian Chem. Reviews, 88:3 (2019), 248–279
\Bibitem{ZarNen19}
\by D.~P.~Zarezin, V.~G.~Nenajdenko
\paper Diazocarbonyl derivatives of amino acids: unique chiral building blocks for the synthesis of biologically active compounds
\jour Russian Chem. Reviews
\yr 2019
\vol 88
\issue 3
\pages 248--279
\mathnet{http://mi.mathnet.ru/eng/rcr4245}
\crossref{https://doi.org/10.1070/RCR4852}
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Linking options:
https://www.mathnet.ru/eng/rcr4245
https://doi.org/10.1070/RCR4852
https://www.mathnet.ru/eng/rcr/v88/i3/p248
This publication is cited in the following 10 articles:
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N. R. Candeias, H. M. T. Albuquerque, Homologation Reactions, 2023, 1
L. I. Belen’kii, G. A. Gazieva, Yu. B. Evdokimenkova, N. O. Soboleva, Advances in Heterocyclic Chemistry, 136, 2022, 225
V. D. Dyachenko, B. N. Baryshev, V. G. Nenajdenko, Russian Chem. Reviews, 91:8 (2022), RCR5039
S. Runikhinaa, D. Chusov, Mendeleev Commun., 31:6 (2021), 781–783
O. S. Soficheva, A. A. Nesterova, A. B. Dobrynin, E. M. Zueva, J. W. Heinicke, O. G. Sinyashin, D. G. Yakhvarov, Mendeleev Commun., 30:4 (2020), 516–518
G. A. Romanov, K. A. Kochetkov, M. S. Oshchepkov, A. V. Kalistratova, E. M. Savelieva, N. A. Bystrova, Russ. Chem. Rev., 89:8 (2020), 787–810