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This article is cited in 10 scientific papers (total in 10 papers)
Diazocarbonyl derivatives of amino acids: unique chiral building blocks for the synthesis of biologically active compounds
D. P. Zarezin, V. G. Nenajdenko Lomonosov Moscow State University, Faculty of Chemistry
Abstract:
This review deals with applications of chiral $\alpha$-amino diazoketones, $\alpha$-amino acid derivatives, in the synthesis of various biologically active compounds. General approaches to the synthesis of chiral $\alpha$-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 $\beta$-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.
Keywords:
aminodiazoketones, peptides, depsipeptides, lactams.
Received: 02.07.2018
Citation:
D. P. Zarezin, V. G. Nenajdenko, “Diazocarbonyl derivatives of amino acids: unique chiral building blocks for the synthesis of biologically active compounds”, Usp. Khim., 88:3 (2019), 248–279; Russian Chem. Reviews, 88:3 (2019), 248–279
Linking options:
https://www.mathnet.ru/eng/rcr4245https://doi.org/10.1070/RCR4852 https://www.mathnet.ru/eng/rcr/v88/i3/p248
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