Diazocarbonyl derivatives of amino acids: unique chiral building blocks for the synthesis of biologically active compounds

被引：8

作者：

Zarezin, Danil P. ^{[1
,2
]}

Nenajdenko, Valentine G. ^{[1
,2
]}

机构：

[1] Lomonosov Moscow State Univ, Dept Chem, Leninskie Gory 1,Stroenie 3, Moscow 119991, Russia

[2] MSU, Dept Chem, Div Organ Chem, Moscow, Russia

来源：

RUSSIAN CHEMICAL REVIEWS | 2019年 / 88卷 / 03期

关键词：

HELICAL SECONDARY STRUCTURE; ARNDT-EISTERT HOMOLOGATION; GENERATED METAL CARBENOIDS; HIV PROTEASE INHIBITORS; CYCLO-BETA-TETRAPEPTIDE; STRUCTURE-BASED DESIGN; SOLID-PHASE SYNTHESIS; H INSERTION REACTIONS; STEREOSELECTIVE-SYNTHESIS; STEREOCONTROLLED SYNTHESIS;

D O I：

10.1070/RCR4852

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

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.

引用

页码：248 / 279

页数：32

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