scholarly journals The Use of Domino Reactions for the Synthesis of Chiral Rings

Synthesis ◽  
2020 ◽  
Vol 52 (24) ◽  
pp. 3837-3854
Author(s):  
Hélène Pellissier

This short review highlights the recent developments reported in the last four years on the asymmetric construction of chiral rings based on enantioselective domino reactions promoted by chiral metal catalysts.1 Introduction2 Formation of One Ring Containing One Nitrogen Atom3 Formation of One Ring Containing One Oxygen/Sulfur Atom4 Formation of One Ring Containing Several Heterocyclic Atoms5 Formation of One Carbon Ring6 Formation of Two Rings7 Conclusion

2020 ◽  
Vol 92 (5) ◽  
pp. 751-765 ◽  
Author(s):  
Alexander Fawcett

AbstractBicyclo[1.1.0]- and 1-azabicyclo[1.1.0]butanes are structurally unique compounds that exhibit diverse chemistry. Bicyclo[1.1.0]butane is a four-membered carbocycle with a bridging C(1)-C(3) bond and 1-azabicyclo[1.1.0]butane is an analog of bicyclo[1.1.0]butane featuring a nitrogen atom at one bridgehead. These structures are highly strained, allowing them to participate in a range of strain-releasing reactions which typically cleave the central, strained bond to deliver cyclobutanes or azetidines. However, despite these molecules being discovered in the 1950s and 1960s, and possessing a myriad of alluring chemical features, the chemistry and applications of bicyclo[1.1.0]- and 1-azabicyclo[1.1.0]butanes remain underexplored. In the past 5 years, there has been a resurgent interest in their chemistry driven by the pharmaceutical industry’s increasing desire for new methods to access cyclobutanes and azetidines. This short review intends to provide a timely summary of the most recent developments in the chemistry of bicyclo[1.1.0]- and 1-azabicyclo[1.1.0]butane to highlight the diverse chemistry they can access, their value as synthetic precursors to cyclobutanes and azetidines, and to identify areas for future research.


Synthesis ◽  
2017 ◽  
Vol 49 (15) ◽  
pp. 3347-3356 ◽  
Author(s):  
Gabriele Micheletti ◽  
Carla Boga

This short review provides an overview on the interaction between 1,3,5-triaminobenzene derivatives and different kinds of electrophiles. Due to the ambident reactivity of these nucleophiles (i.e., at the nitrogen atom of the substituents and at the aromatic carbon atom) different compounds can be obtained. Particular attention is devoted to the detection, isolation, and characterization of covalent intermediates of aromatic substitution, starting from Wheland intermediates until the first detection and characterization of Wheland–Meisenheimer intermediates.1 Introduction2 Reactions between 1,3,5-Triaminobenzene Derivatives and Charged Electrophiles2.1 The Proton as an Electrophile2.2 Arenediazonium Salts as Electrophiles3 Reactions between 1,3,5-Triaminobenzene Derivatives and Neutral­ Electrophiles3.1 Alkyl Halides as Electrophiles3.2 Acyl Halides and Sulfonyl Chlorides as Electrophiles3.3 Aryl Halides and Heteroaryl Halides as Electrophiles3.4 Polynitroheteroaromatics as Electrophiles4 Conclusion


2005 ◽  
Vol 77 (12) ◽  
pp. 2011-2020 ◽  
Author(s):  
Masaaki Yoshifuji

Sterically protected organophosphorus compounds are described, involving diphosphenes, phosphaethenes, diphosphinidenecyclobutenes (DPCBs), phosphaalkynes, phosphaquinones, diphosphathienoquinones, and so on of coordination number 2 or 1. Application of the DPCBs as well as phosphinophosphaethenes as a ligand of transition-metal catalysts for several organic coupling reactions has been investigated.


2018 ◽  
Vol 137 (4) ◽  
Author(s):  
Remedios Cortese ◽  
Roberto Schimmenti ◽  
Antonio Prestianni ◽  
Dario Duca

Molecules ◽  
2018 ◽  
Vol 23 (9) ◽  
pp. 2382 ◽  
Author(s):  
Paola Acosta-Guzmán ◽  
Alejandra Mateus-Gómez ◽  
Diego Gamba-Sánchez

Amides are undeniably some of the most important compounds in Nature and the chemical industry, being present in biomolecules, materials, pharmaceuticals and many other substances. Unfortunately, the traditional synthesis of amides suffers from some important drawbacks, principally the use of stoichiometric activators or the need to use highly reactive carboxylic acid derivatives. In recent years, the transamidation reaction has emerged as a valuable alternative to prepare amides. The reactivity of amides makes their direct reaction with nitrogen nucleophiles difficult; thus, the direct transamidation reaction needs a catalyst in order to activate the amide moiety and to promote the completion of the reaction because equilibrium is established. In this review, we present research on direct transamidation reactions ranging from studies of the mechanism to the recent developments of more applicable and versatile methodologies, emphasizing those reactions involving activation with metal catalysts.


Synthesis ◽  
2020 ◽  
Vol 52 (18) ◽  
pp. 2623-2638
Author(s):  
Joshua D. Sieber ◽  
Toolika Agrawal

Metal-catalyzed reductive coupling processes have emerged as a powerful methodology for the introduction of molecular complexity from simple starting materials. These methods allow for an orthogonal approach to that of redox-neutral strategies for the formation of C–C bonds by enabling cross-coupling of starting materials not applicable to redox-neutral chemistry. This short review summarizes the most recent developments in the area of metal-catalyzed reductive coupling utilizing catalyst turnover by a stoichiometric reductant that becomes incorporated in the final product.1 Introduction2 Ni Catalysis3 Cu Catalysis4 Ru, Rh, and Ir Catalysis4.1 Alkenes4.2 1,3-Dienes4.3 Allenes4.4 Alkynes4.5 Enynes5 Fe, Co, and Mn Catalysis6 Conclusion and Outlook


Crystals ◽  
2020 ◽  
Vol 10 (6) ◽  
pp. 468
Author(s):  
Sokhrab B. Aliev ◽  
Reshef Tenne

Misfit layered compounds (MLCs) have been studied in the literature for the last 40 years. They are generally made of an alternating sequence of two monolayers, a distorted rocksalt structure, and a hexagonal layered compound. In a typical MLC, the c-axis is common to the two monolayers and so is one of the axes in the layer plan. However, the two compounds are non-commensurate along at least one axis, and the ratio between the two axes is an irrational number making the MLC a non-stoichiometric compound. The two main families of MLC are those based on metal dichalcogenides and CoO2 as the hexagonal layered compound. Traditionally, ternary MLCs were prepared and studied, but some quaternary and multinary MLC minerals have been known for many years. Over the last few years, interest in MLCs with four and even larger number of atoms has grown. Doping or alloying of a ternary MLC permits precise control of the charge carrier density and hence the electrical, thermoelectric, catalytic, and optical properties of such compounds. In this short review, some of these developments will be discussed with the main emphasis put on quaternary MLC nanotubes belonging to the chalcogenide series. The synthesis, structural characterization, and some of their properties are considered. Some recent developments in quaternary cobaltite MLCs and recent studies on exfoliated MLCs are discussed as well.


2001 ◽  
Vol 16 (30) ◽  
pp. 4803-4843 ◽  
Author(s):  
DAMIEN A. EASSON

The purpose of this review is to discuss recent developments occurring at the interface of cosmology with string and M theory. We begin with a short review of 1980s string cosmology and the Brandenberger–Vafa mechanism for explaining space–time dimensionality. It is shown how this scenario has been modified to include the effects of p-brane gases in the early universe. We then introduce the Pre-Big-Bang scenario (PBB), Hořava–Witten heterotic M theory and the work of Lukas, Ovrut and Waldram, and end with a discussion of large extra dimensions, the Randall–Sundrum model and Brane World cosmologies.


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