Synthesis of rearranged indole diterpenes of the paxilline type

2022 ◽  
Author(s):  
Devon J. Schatz ◽  
Eric J. Kuenstner ◽  
David T. George ◽  
Sergey V. Pronin
Keyword(s):  

Paxilline indole diterpenes have fascinated chemists for the past several decades. This review highlights the diversity of strategies and tactics that have been employed in the corresponding area of organic synthesis, from inception to the present.

2019 ◽  
Vol 23 (11) ◽  
pp. 1214-1238 ◽  
Author(s):  
Navjeet Kaur ◽  
Pranshu Bhardwaj ◽  
Meenu Devi ◽  
Yamini Verma ◽  
Neha Ahlawat ◽  
...  

Due to special properties of ILs (Ionic Liquids) like their wide liquid range, good solvating ability, negligible vapour pressure, non-inflammability, environment friendly medium, high thermal stability, easy recycling and rate promoters etc. they are used in organic synthesis. The investigation for the replacement of organic solvents in organic synthesis is a growing area of interest due to increasing environmental issues. Therefore, ionic liquids have attracted the attention of chemists and act as a catalyst and reaction medium in organic reaction with high activity. There is no doubt that ionic liquids have become a major subject of study for modern chemistry. In comparison to traditional processes the use of ionic liquids resulted in improved, complimentary or alternative selectivities in organic synthesis. The present manuscript reported the synthesis of multiple nitrogen containing five-membered heterocyclic compounds using ionic liquids. This review covered interesting discoveries in the past few years.


2019 ◽  
Vol 16 (2) ◽  
pp. 258-275 ◽  
Author(s):  
Navjeet Kaur

Background:A wide variety of biological activities are exhibited by N, O and S containing heterocycles and recently, many reports appeared for the synthesis of these heterocycles. The synthesis of heterocycles with the help of metal and non-metal catalyst has become a highly rewarding and important method in organic synthesis. This review article concentrated on the synthesis of S-heterocylces in the presence of metal and non-metal catalyst. The synthesis of five-membered S-heterocycles is described here.Objective:There is a need for the development of rapid, efficient and versatile strategy for the synthesis of heterocyclic rings. Metal, non-metal and organocatalysis involving methods have gained prominence because traditional conditions have disadvantages such as long reaction times, harsh conditions and limited substrate scope.Conclusion:The metal-, non-metal-, and organocatalyst assisted organic synthesis is a highly dynamic research field. For ßthe chemoselective and efficient synthesis of heterocyclic molecules, this protocol has emerged as a powerful route. Various methodologies in the past few years have been pointed out to pursue more sustainable, efficient and environmentally benign procedures and products. Among these processes, the development of new protocols (catalysis), which avoided the use of toxic reagents, are the focus of intense research.


Author(s):  
Danhua Ge ◽  
Xin Wang ◽  
Xue-Qiang Chu

The past decades have witnessed a boom in alkynylation mainly owing to the importance of alkynyl-containing molecules in organic synthesis, drug discovery, polymer chemistry, and materials science. Besides conventional strategies,...


2012 ◽  
Vol 85 (3) ◽  
pp. 493-509 ◽  
Author(s):  
Yun-Chin Yang ◽  
David E. Bergbreiter

Organocatalysts have been extensively studied for the past few decades as alternatives to transition-metal catalysts. Immobilizing organocatalysts on polymer supports allows easy recovery and simple product purification after a reaction. Select examples of recent reports that describe the potential advantages of using soluble polymers to prepare soluble polymer-supported organocatalysts useful in organic synthesis are reviewed.


2020 ◽  
Vol 7 (1) ◽  
pp. 105-119 ◽  
Author(s):  
Swapnil A. Padvi ◽  
Dipak S. Dalal

Task-specific ionic liquids (TSILs) have received increased attention over the past few years as a Green Catalysts and Solvents for a large number of organic transformations. The present review article aims to provide an introduction, types of task-specific ionic liquids, preparation/synthesis, physical properties, characterization, use of TSILs as solvent and catalyst in organic synthesis.


Molecules ◽  
2020 ◽  
Vol 25 (21) ◽  
pp. 4906
Author(s):  
Jurriën W. Collet ◽  
Thomas R. Roose ◽  
Bram Weijers ◽  
Bert U. W. Maes ◽  
Eelco Ruijter ◽  
...  

Isocyanides have long been known as versatile chemical reagents in organic synthesis. Their ambivalent nature also allows them to function as a CO-substitute in palladium-catalyzed cross couplings. Over the past decades, isocyanides have emerged as practical and versatile C1 building blocks, whose inherent N-substitution allows for the rapid incorporation of nitrogeneous fragments in a wide variety of products. Recent developments in palladium catalyzed isocyanide insertion reactions have significantly expanded the scope and applicability of these imidoylative cross-couplings. This review highlights the advances made in this field over the past eight years.


Author(s):  
Douglass F. Taber ◽  
Tristan Lambert

Organic synthesis is a vibrant and rapidly evolving field; chemists can now cyclize alkenes directly onto enones. Like the first five books in this series, Organic Synthesis: State of the Art 2013-2015 will lead readers quickly to the most important recent developments in a research area. This series offers chemists a way to stay abreast of what's new and exciting in organic synthesis. The cumulative reaction/transformation index of 2013-2015 outlines all significant new organic transformations over the past twelve years. Future volumes will continue to come out every two years. The 2013-2015 volume features the best new methods in subspecialties such as C-O, C-N and C-C ring construction, catalytic asymmetric synthesis, selective C-H functionalization, and enantioselective epoxidation. This text consolidates two years of Douglass Taber's popular weekly online column, "Organic Chemistry Highlights" as featured on the organic-chemistry.org website and also features cumulative indices of all six volumes in this series, going back twelve years.


Catalysts ◽  
2019 ◽  
Vol 9 (3) ◽  
pp. 244 ◽  
Author(s):  
Hongyu Wang

Asymmetric phase-transfer catalysis has been widely applied into organic synthesis for efficiently creating chiral functional molecules. In the past decades, chiral phase-transfer catalysts with proton donating groups are emerging as an extremely significant strategy in the design of novel catalysts, and a large number of enantioselective reactions have been developed. In particular, the proton donating groups including phenol, amide, and (thio)-urea exhibited unique properties for cooperating with the phase-transfer catalysts, and great advances on this field have been made in the past few years. This review summarizes the seminal works on the design, synthesis, and applications of chiral phase-transfer catalysts with strong hydrogen bonding interactions.


The field of biotransformations has developed rapidly over the past eight years. The use of esterases and lipases is now widespread; these enzymes are of particular importance in the production of optically active building blocks for organic synthesis as well as in large-scale processes involving the transesterification of fats. The latter area (i.e. the catalysis of esterification processes) has stimulated research into the properties of immobilized enzymes and the use of enzymes in low-water systems. In related work, enzymes have been used for the preparation of peptides and small proteins. Redox enzymes have been investigated extensively, particularly with regard to the stereocontrolled reduction of ketones to secondary alcohols. The methods for using commercially available enzymes of this type have become increasingly ‘userfriendly’. The controlled oxidation of hydrocarbon units is another area that has deserved increased attention. For example, oxidation of benzene and simple derivatives by Pseudomonas sp. has been researched by a number of U.K. groups. These recent advances in enzyme-catalysed reactions (using both whole-cell systems and partly purified protein) for the transformation of unnatural substrates is discussed and some areas of interest for the future are outlined.


2019 ◽  
Vol 23 (8) ◽  
pp. 901-919 ◽  
Author(s):  
Yaorui Ma ◽  
Junfei Luo

Amide bonds are amongst the most fundamental groups in organic synthesis, and they are widely found in natural products, pharmaceuticals and material science. Over the past decade, methods for the direct amination of aldehydes have received much attention as they represent atom- and step-economic routes for amide synthesis from readily available starting materials. Herein, the research advances on the direct amination of aldehydes are reviewed and categorized by the types of catalyst system. Detailed reaction scopes and mechanisms will be discussed, as well as the limitations of current procedures and the prospects for the future.


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