Sharpless Asymmetric Epoxidation: Applications in the Synthesis of Bioactive Natural Products

2020 ◽  
Vol 17 ◽  
Author(s):  
Suélen Karine Sartori ◽  
Izabel Luzia Miranda ◽  
Marisa Alves Nogueira Diaz ◽  
Gaspar Diaz-Muñoz
Keyword(s):  
Natural Products ◽  
Building Blocks ◽  
Heterocyclic Ring ◽  
Biologically Active ◽  
Asymmetric Epoxidation ◽  
Allylic Alcohols ◽  
Titanium Tetraisopropoxide ◽  
Bioactive Natural Products ◽  
Tert Butyl Hydroperoxide ◽  
Sharpless Asymmetric Epoxidation

: This review discusses an important synthetic tool proposed by K. B. Sharpless in 1980, known as the Sharpless asymmetric epoxidation of allylic alcohols, and examines its use in the total synthesis of representative exponents of biologically active natural products. Focus is given to the synthesis of simple to highly complex secondary metabolites, including lactones, amino acids, diterpenes, and macrolides. The Sharpless approach involves the use of a catalyst, titanium tetraisopropoxide [Ti(OiPr)4], dialkyl tartrate as chiral ligand, and tert-butyl hydroperoxide (TBHP) as oxidizing agent. The method allows converting allylic alcohols to epoxides, which are chiral building blocks and versatile intermediates in the synthesis of natural products. The biological and synthetic importance of epoxides lies in the susceptibility of the threemembered heterocyclic ring to stereo- and regioselective opening by nucleophilic or acidic reagents, providing oxygen adducts.

Formation of Carbon-Oxygen Bond Mediated by Hypervalent Iodine Reagents Under Metal-free Conditions

2020 ◽  
Vol 17 ◽  
Author(s):  
Ayesha Jalil ◽  
Yaxin O Yang ◽  
Zhendong Chen ◽  
Rongxuan Jia ◽  
Tianhao Bi ◽  
...  
Keyword(s):  
Natural Products ◽  
Bond Formation ◽  
Building Blocks ◽  
Review Article ◽  
Hypervalent Iodine ◽  
Metal Free ◽  
Bioactive Natural Products ◽  
The Past ◽  
Oxygen Bond ◽  
Privileged Scaffolds

: Hypervalent iodine reagents are a class of non-metallic oxidants have been widely used in the construction of several sorts of bond formations. This surging interest in hypervalent iodine reagents is essentially due to their very useful oxidizing properties, combined with their benign environmental character and commercial availability from the past few decades ago. Furthermore, these hypervalent iodine reagents have been used in the construction of many significant building blocks and privileged scaffolds of bioactive natural products. The purpose of writing this review article is to explore all the transformations in which carbon-oxygen bond formation occurred by using hypervalent iodine reagents under metal-free conditions

scholarly journals Currently Available Strategies for Target Identification of Bioactive Natural Products

2021 ◽  
Vol 9 ◽  
Author(s):  
Gen Li ◽  
Xuling Peng ◽  
Yajing Guo ◽  
Shaoxuan Gong ◽  
Shijie Cao ◽  
...  
Keyword(s):  
Natural Products ◽  
Pharmaceutical Industry ◽  
Drug Research ◽  
Target Identification ◽  
Biologically Active ◽  
Bioactive Natural Products ◽  
Target Sites ◽  
Wide Availability ◽  
Research Findings ◽  
Active Natural

In recent years, biologically active natural products have gradually become important agents in the field of drug research and development because of their wide availability and variety. However, the target sites of many natural products are yet to be identified, which is a setback in the pharmaceutical industry and has seriously hindered the translation of research findings of these natural products as viable candidates for new drug exploitation. This review systematically describes the commonly used strategies for target identification via the application of probe and non-probe approaches. The merits and demerits of each method were summarized using recent examples, with the goal of comparing currently available methods and selecting the optimum techniques for identifying the targets of bioactive natural products.

Electrocatalytic Difunctionalization of Olefins as a General Approach to the Synthesis of Vicinal Diamines

Synlett ◽  
2018 ◽  
Vol 29 (03) ◽  
pp. 257-265 ◽  
Author(s):  
Song Lin ◽  
Joseph Parry ◽  
Niankai Fu
Keyword(s):  
Natural Products ◽  
Building Blocks ◽  
Therapeutic Agents ◽  
Recent Contribution ◽  
Structural Motifs ◽  
Bioactive Natural Products ◽  
Methodological Approaches ◽  
Molecular Catalysts ◽  
Vicinal Diamines

Vicinal diamines are highly prevalent structural motifs in therapeutic agents, bioactive natural products, and molecular catalysts. However, there are currently few unified methodological approaches for making these pertinent synthetic building blocks. This Synpacts article provides an overview of selected landmark developments in the area of olefin diamination. In particular, we highlight our recent contribution on the electrocatalytic diazidation of olefins as a general, selective, and sustainable method for the synthesis of vicinal diamines.1 Introduction2 Background: Intermolecular Diamination of Olefins3 Background: Intermolecular Diazidation of Olefins4 Electrocatalytic Diazidation of Olefins

Recent developments in the synthesis of azaindoles from pyridine and pyrrole building blocks

2021 ◽  
Author(s):  
Damoder Reddy Motati ◽  
Radhika Amaradhi ◽  
Thota Ganesh
Keyword(s):  
Natural Products ◽  
Building Blocks ◽  
Bioactive Natural Products ◽  
Biological Importance ◽  
Recent Developments ◽  
Synthetic Approaches

The azaindole framework is ubiquitous in bioactive natural products and pharmaceuticals. This review highlights the synthetic approaches to azaindoles with advantages and limitations, mechanistic pathways and biological importance.

scholarly journals Synthesis of Bioactive Fluoropyrrolidines via Copper(I)-Catalyzed Asymmetric 1,3-Dipolar Cycloaddition of Azomethine Ylides

2021 ◽  
Author(s):  
Xiao Xu ◽  
Longzhu Bao ◽  
Lu Ran ◽  
Zhenyan Yang ◽  
Dingce Yan ◽  
...  
Keyword(s):  
Natural Products ◽  
Building Blocks ◽  
Biologically Active ◽  
Azomethine Ylides ◽  
Dipolar Cycloaddition ◽  
Active Natural

Chiral pyrrolidinyl units are important building blocks in biologically active natural products and drugs, and the develpment of efficient methods for the synthesis of diverse structured pyrrolidine derivatives is of...

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