Download or read book Applications of Chiral Aluminum and Boron Catalysts in Asymmetric Synthesis written by Li Zheng and published by . This book was released on 2020 with total page 271 pages. Available in PDF, EPUB and Kindle. Book excerpt: A potent chiral aluminum catalyst has been developed for asymmetric MPV reduction of ketones with broad substrate scope and excellent yields and enantiomeric inductions. The catalyst consists an aluminum core, a VANOL-derived chiral ligand and an isopropoxy group. Different ligands have been screened and reaction parameters have been optimized. A variety of aromatic (both electron-poor and electron-rich) and aliphatic ketones were converted to chiral alcohols in good yields with high enantioselectivities (26 examples, 70-98% yield and 82-99% ee). This method operates under mild conditions (-10 °C) and low catalyst loading (1-10 mol%). Furthermore, this process is catalyzed by the earth-abundant main group element aluminum and employs inexpensive and environmentally benign 2-propanol as hydride source. This catalyst has also been employed in resolution of racemic alcohols. The kinetic resolution of alcohols by Oppenauer oxidation has been achieved with moderate results. The formal dynamic kinetic resolution via Oppenauer oxidation/ MPV reduction sequence has also been examined and discussed, which avoided acylation and the use of enzymes.A highly efficient asymmetric heteroatom Diels-Alder reaction between diene and aldehydes for the construction of 6-membered heterocycles catalyzed by chiral boron catalysts has been developed. A BINOL-derived propeller borate is found to be effective catalyzing the reaction of aromatic aldehydes. A VANOL-derived meso-borate is found to be able to catalyze the reaction of both aromatic and aliphatic aldehydes with high asymmetric inductions. Excellent yields and enantioselectivities have been achieved after optimization. Furthermore, the skeleton of 6-carbon saccharides is synthesized in the reaction of 2-hydoxyacetaldehyde with different protecting groups, which can be derivatized into many saccharide analogs. The mechanism of this reaction is proposed to be concerted based on experiments involving different methods for the reaction quench. A reversal of direction of the asymmetric induction by switching boron to aluminum has been observed. Computational studies show that catalysts derived from boron and aluminum have different geometries at the Lewis acid center.
Download or read book Chiral Building Blocks in Asymmetric Synthesis written by Jacek Wojaczynski and published by John Wiley & Sons. This book was released on 2022-08-05 with total page 692 pages. Available in PDF, EPUB and Kindle. Book excerpt: Chiral Building Blocks in Asymmetric Synthesis A comprehensive introduction to the important classes of chiral building blocks Chirality — the asymmetric quality found in certain chemical compounds — plays an essential role in our world: chiral compounds can be found in biology, pharmaceutical compounds, agrochemicals, and fragrances. The stereoselective preparation of these complex molecular constructions constitutes a challenge. To this end, modern asymmetric synthesis utilizes a variety of valuable and efficient reagents employed as chiral auxiliaries, metal complexes and organocatalysts in stereoselective catalysis, and enantiopure reactants termed as chiral building blocks. In Chiral Building Blocks in Asymmetric Synthesis, the achievements in the fields of preparation of and applications of chiral blocks are presented. In doing so, the book comprehensively discusses the important classes of these reactants as the key for the asymmetric synthesis of chiral molecules. As such, it is an indispensable resource about synthetic methods, as well as possible modifications and transformations of important classes of chiral compounds. It also highlights the importance of their use as reactants and auxiliaries in the preparation of more sophisticated molecules or supramolecular systems. In Chiral Building Blocks in Asymmetric Synthesis readers will also find: Organization according to the most important compound classes — e.g. amino acids, BINOL and its derivatives, terpenes, and others — with an emphasis on synthesis and application A focus on the use of chiral building blocks for the preparation of bioactive compounds and supramolecular assemblies Chiral Building Blocks in Asymmetric Synthesis is a useful reference for organic chemists, catalytic chemists, chemists in industry, medicinal chemists, pharmaceutical chemists, and the libraries that support them.
Download or read book Catalytic Asymmetric Synthesis written by Iwao Ojima and published by John Wiley & Sons. This book was released on 2004-08-27 with total page 879 pages. Available in PDF, EPUB and Kindle. Book excerpt: From the reviews of the First Edition . . . "An excellent text . . . will no doubt provide the benchmark for comparative works for many years."-Journal of the American Chemical Society "A resounding success . . . the definitive current summaries on their respective subjects."-Synthesis Since this important work was first published in 1993, the field of catalytic asymmetric synthesis has grown explosively, spawning effective new methods for obtaining enantiomerically pure compounds on a large scale and stimulating new applications in diverse fields-from medicine to materials science. Catalytic Asymmetric Synthesis, Second Edition addresses these rapid changes through new or substantially revised contributions from highly recognized world leaders in the field. It presents detailed accounts of the most important catalytic asymmetric reactions known today, discusses recent advances, and retains from the previous edition essential and intriguing information on the initial development of certain processes. An excellent working resource for academic researchers and industrial chemists alike, the Second Edition features: * Contributions from Noyori, Sharpless, Kagan, Trost, Overman, Shibasaki, Doyle, Okamoto, Bolm, Carreira, and many other internationally renowned authorities * New chapters on asymmetric carbometallations, asymmetric amplification and autocatalysis, and asymmetric polymerization * Extended coverage of asymmetric carbene reactions, including asymmetric intramolecular carbene insertion to C-H bonds as well as asymmetric dihydroxylation and aminohydroxylation * Extended coverage of asymmetric carbon-carbon bond-forming reactions and applications * An appendix listing all chiral ligands in the book
Download or read book Comprehensive Chirality written by and published by Newnes. This book was released on 2012-12-31 with total page 5635 pages. Available in PDF, EPUB and Kindle. Book excerpt: Although many books exist on the subject of chiral chemistry, they only briefly cover chiral synthesis and analysis as a minor part of a larger work, to date there are none that pull together the background information and latest advances in one comprehensive reference work. Comprehensive Chirality provides a complete overview of the field, and includes chiral research relevant to synthesis, analytic chemistry, catalysis, and pharmaceuticals. The individual chapters in each of the 9 volumes provide an in depth review and collection of references on definition, technology, applications and a guide/links to the related literature. Whether in an Academic or Corporate setting, these chapters will form an invaluable resource for advanced students/researchers new to an area and those who need further background or answers to a particular problem, particularly in the development of drugs. Chirality research today is a central theme in chemistry and biology and is growing in importance across a number of disciplinary boundaries. These studies do not always share a unique identifying factor or subject themselves to clear and concise definitions. This work unites the different areas of research and allows anyone working or researching in chiral chemistry to navigate through the most essential concepts with ease, saving them time and vastly improving their understanding. The field of chirality counts several journals that are directly and indirectly concerned with the field. There is no reference work that encompasses the entire field and unites the different areas of research through deep foundational reviews. Comprehensive Chirality fills this vacuum, and can be considered the definitive work. It will help users apply context to the diverse journal literature offering and aid them in identifying areas for further research and/or for solving problems. Chief Editors, Hisashi Yamamoto (University of Chicago) and Erick Carreira (ETH Zürich) have assembled an impressive, world-class team of Volume Editors and Contributing Authors. Each chapter has been painstakingly reviewed and checked for consistent high quality. The result is an authoritative overview which ties the literature together and provides the user with a reliable background information and citation resource.
Download or read book Chiral Boron Cations written by 施定男 and published by . This book was released on 2020 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt:
Download or read book Chiral Ferrocenes in Asymmetric Catalysis written by Li-Xin Dai and published by John Wiley & Sons. This book was released on 2010-02-01 with total page 433 pages. Available in PDF, EPUB and Kindle. Book excerpt: This book meets the long-felt need for a reference on ferrocenes with the focus on catalysis. It provides a thorough overview of the synthesis and characterization of different types of chiral ferrocene ligands, their application to various catalytic asymmetric reactions, and versatile chiral materials as well as drug intermediates synthesized from them. Written by the "who's who" of ferrocene catalysis, this is a guide to the design of new ferrocene ligands and synthesis of chiral synthetic intermediates, and will thus be useful for organic, catalytic and synthetic chemists working in academia, industrial research or process development.
Download or read book Fundamentals and Applications of Boron Chemistry written by Yinghuai Zhu and published by Elsevier. This book was released on 2022-03-17 with total page 431 pages. Available in PDF, EPUB and Kindle. Book excerpt: Fundamentals and Applications of Boron Chemistry highlights its impressive potential for current and future developments across a range of fields, providing foundational information on boron chemistry and systematically summarizing applications of boron in energy, medicinal chemistry, and materials chemistry. Beginning with an introduction to boron chemistry which outlines the boron element and its physical and chemical properties, this book goes on to discuss advances in boron coordination chemistry, before delving deeper into key fields of application. The latest developments in boron-based catalysts in organic reactions are reviewed, followed by novel emerging boron-containing materials and their potential applications in areas such as hydrogen storage, and boron materials with special optical activity. Finally, advance boron-based drugs and therapies are explored. This book fills the current market gap, systematically summarizing developments and applications of boron in energy, medicinal chemistry, and materials chemistry in a single, accessible volume. It is a valuable reference for chemists, students, and researchers in relative areas. Outlines the foundational principles and properties of boron chemistry Highlights developments in the application of boron chemistry across key areas, including catalysis, sustainable energy, material development, and pharmaceuticals Using active words to start them off Inspires researchers in developing future applications based on boron’s chemical characteristics and activity
Download or read book Principles and Applications of Asymmetric Synthesis written by Guo-Qiang Lin and published by John Wiley & Sons. This book was released on 2003-05-29 with total page 536 pages. Available in PDF, EPUB and Kindle. Book excerpt: Asymmetric synthesis remains a challenge to practicing scientistsas the need for enantiomerically pure or enriched compoundscontinues to increase. Over the last decade, a large amount ofliterature has been published in this field. Principles andApplications of Asymmetric Synthesis consolidates and evaluates themost useful methodologies into a one-volume resource for theconvenience of practicing scientists and students. Authored by internationally renowned scientists in the field, thisreliable reference covers more than 450 reactions and includesimportant stoichiometric as well as catalytic asymmetric reactions.The first chapter reviews the basic principles, commonnomenclature, and analytical methods, and the remainder of the bookis organized according to reaction type. The text examines suchtopics as: Carbon-carbon bond formations involving carbonyls, enamines,imines, and enolates Asymmetric C-O bond formations including epoxidation,dihydroxylation, and aminohydroxylation Asymmetric synthesis using the Diels-Alder reaction and othercyclizations Applications to the total synthesis of natural products Use of enzymes in asymmetric synthesis Practicing chemists in the pharmaceutical, fine chemical, andagricultural professions as well as graduate students will findthat Principles and Applications of Asymmetric Synthesis affordscomprehensive and current coverage.
Download or read book Privileged Chiral Ligands and Catalysts written by Qi-Lin Zhou and published by Wiley-VCH. This book was released on 2011-05-16 with total page 484 pages. Available in PDF, EPUB and Kindle. Book excerpt: Catalytic asymmetric synthesis has been one of the most active research areas in chemistry (Nobel Prize in 2001). The development of efficient chiral catalysts plays a crucial role in asymmetric catalysis. Although many chiral ligands/catalysts have been developed in the past decades, the most efficient catalysts are derived from a few core structures, called "privileged chiral catalysts". This ultimate "must have" and long awaited reference for every chemist working in the field of asymmetric catalysis starts with the core structure of the catalysts, explaining why a certain ligand or catalyst is so successful. It describes in detail the history, the basic structural characteristics, and the applications of these "privileged catalysts". This novel presentation provides readers with a much deeper insight into the topic and makes it a must-have for organic chemists, catalytic chemists, chemists working with/on organometallics, chemists in industry, and libraries. From the contents: * BINAP * Bisphosphacycles - From DuPhos and BPE to a Diverse Set of Broadly Applied Ligands * Josiphos Ligands: From Discovery to Technical Applications * Chiral Spiro Ligands * Chiral Bisoxazoline Ligands * PHOX Ligands * Chiral Salen Complexes * BINOL * TADDOLate Ligands * Cinchona Alkaloids * Proline Derivatives
Download or read book Application of Chameleon Catalyst and VAPOL VANOL Imidodiphosphorimidate Catalysts in Asymmetric Catalysis written by Aliakbar Mohammadlou and published by . This book was released on 2020 with total page 297 pages. Available in PDF, EPUB and Kindle. Book excerpt: In chapter 1 the discovery of chameleon catalysts was discussed. The chameleon catalyst was defined as an agent that can catalyze different reactions with different mechanisms. We have found that a chiral biaryl borate ester with two VANOL ligands and one boron complex is an extremely active catalyst for the epoxidation of aldehydes and the aziridination of imines. Mechanistic investigation revealed that this catalyst can catalyze epoxidation aziridination reactions with a different mechanism. We have shown that the aforementioned catalyst acts as a Lewis acid in the epoxidation of aldehydes and Bronsted acid in the aziridination of imines. X-ray structural analysis, Hammett study, and 11B-NMR study support our hypothesis.In chapter two the discovery and utility of the aluminum VAPOL catalyst and aluminum VANOL catalyst were explored. We have found that a chiral biaryl aluminum with two VAPOL ligands and one aluminum complex is an extremely active catalyst for the epoxidation of aldehydes with diazo acetamide. The excellent performance of aluminum VAPOL catalyst has also shown in the total synthesis of (−)-tedanalactam which was accomplished in only 5 steps with excellent enantioinduction in 37% overall yield. The aluminum catalyst also performed well in the aziridination reaction transforming the imine into the aziridine with good yield and excellent ee. We believe the aluminum catalyst also acts as a chameleon; however, more experiments are required to show the chameleon behavior of these complexes.In chapter three, inspired by Benjamin List's imidodiphosphorimidate catalysts, VANOL imidodiphosphorimidate (VIP) and VAPOL imidodiphosphorimidate (VAPIP) catalysts were synthesized. X-ray structural analysis aided us to perform crystal engineering on VIP derivatives and design a highly efficient VIP catalyst for the asymmetric halonium-ion induced spiroketalization. VIP catalysts were also explored in the asymmetric intramolecular Schmidt reaction; however, no asymmetric induction was observed after exploring the reaction with a library of these catalysts.
Download or read book Design Synthesis and Mechanistic Studies of Boron and Phosphorus Heterocycles and Their Applications in Asymmetric Catalysis written by Shuang Qiao and published by . This book was released on 1999 with total page 282 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Download or read book Synthesis of Chiral Catalysts and Their Application to Asymmetric Cross coupling Reactions and Selective Hydrogenation written by Hussein Mohamed Galal El-Din Ali and published by . This book was released on 1990 with total page 392 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Download or read book C H Activation for Asymmetric Synthesis written by Françoise Colobert and published by John Wiley & Sons. This book was released on 2019-11-11 with total page 294 pages. Available in PDF, EPUB and Kindle. Book excerpt: Provides, in one handbook, comprehensive coverage of one of the hottest topics in stereoselective chemistry Written by leading international authors in the field, this book introduces readers to C-H activation in asymmetric synthesis along with all of its facets. It presents stereoselective C-H functionalization with a broad coverage, from outer-sphere to inner-sphere C-H bond activation, and from the control of olefin geometry to the induction of point, planar and axial chirality. Moreover, methods wherein asymmetry is introduced either during the C-H activation or in a different elementary step are discussed. Presented in two parts?asymmetric activation of C(sp3)-H bonds and stereoselective synthesis implying activation of C(sp2)-H bonds?CH-Activation for Asymmetric Synthesis showcases the diversity of stereogenic elements, which can now be constructed by C-H activation methods. Chapters in Part 1 cover: C(sp3)-H bond insertion by metal carbenoids and nitrenoids; stereoselective C-C bond and C-N bond forming reactions through C(sp3)?H bond insertion of metal nitrenoids; enantioselective intra- and intermolecular couplings; and more. Part 2 looks at: C-H activation involved in stereodiscriminant step; planar chirality; diastereoselective formation of alkenes through C(sp2)?H bond activation; amongst other methods. -Covers one of the most rapidly developing fields in organic synthesis and catalysis -Clearly structured in two parts (activation of sp3- and activation of sp2-H bonds) -Edited by two leading experts in C-H activation in asymmetric synthesis CH-Activation for Asymmetric Synthesis will be of high interest to chemists in academia, as well as those in the pharmaceutical and agrochemical industry.
Download or read book The Application of Chiral Catalysts in Asymmetric Synthesis written by Robert William Wiethe and published by . This book was released on 1993 with total page 102 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Download or read book Artificial Metalloenzymes and MetalloDNAzymes in Catalysis written by Montserrat Diéguez and published by John Wiley & Sons. This book was released on 2018-02-21 with total page 431 pages. Available in PDF, EPUB and Kindle. Book excerpt: An important reference for researchers in the field of metal-enzyme hybrid catalysis Artificial Metalloenzymes and MetalloDNAzymes in Catalysis offers a comprehensive review of the most current strategies, developed over recent decades, for the design, synthesis, and optimization of these hybrid catalysts as well as material about their application. The contributors—noted experts in the field—present information on the preparation, characterization, and optimization of artificial metalloenzymes in a timely and authoritative manner. The authors present a thorough examination of this interesting new platform for catalysis that combines the excellent selective recognition/binding properties of enzymes with transition metal catalysts. The text includes information on the various applications of metal-enzyme hybrid catalysts for novel reactions, offers insights into the latest advances in the field, and contains an informative perspective on the future: Explores the development of artificial metalloenzymes, the modern and strongly evolving research field on the verge of industrial application Contains a comprehensive reference to the research area of metal-enzyme hybrid catalysis that has experienced tremendous growth in recent years Includes contributions from leading researchers in the field Shows how this new catalysis combines the selective recognition/binding properties of enzymes with transition metal catalysts Written for catalytic chemists, bioinorganic chemists, biochemists, and organic chemists, Artificial Metalloenzymes and MetalloDNAzymes in Catalysis offers a unique reference to the fundamentals, concepts, applications, and the most recent developments for more efficient and sustainable synthesis.
Download or read book Alkaline Earth Metal Compounds written by Sjoerd Harder and published by Springer. This book was released on 2013-07-20 with total page 282 pages. Available in PDF, EPUB and Kindle. Book excerpt: The series Topics in Organometallic Chemistry presents critical overviews of research results in organometallic chemistry. As our understanding of organometallic structure, properties and mechanisms increases, new ways are opened for the design of organometallic compounds and reactions tailored to the needs of such diverse areas as organic synthesis, medical research, biology and materials science. Thus the scope of coverage includes a broad range of topics in pure and applied organometallic chemistry, where new breakthroughs are being achieved that are of significance to a larger scientific audience. The individual volumes of Topics in Organometallic Chemistry are thematic. Review articles are generally invited by the volume editors.
Download or read book Improved Synthesis and Application of Planar chiral Nucleophilic Catalysts in Asymmetric Reactions and Copper catalyzed Enantioselective N H Insertion Reactions written by Elaine C. Lee and published by . This book was released on 2007 with total page 215 pages. Available in PDF, EPUB and Kindle. Book excerpt: The development of an improved synthesis of nucleophilic planar-chiral catalysts is described in Chapter 1. This route is amenable to scale-up and preparative chiral HPLC is unnecessary to resolve the racemic catalysts. Using planar-chiral catalysts, two synthetic methodology projects have been developed: Chapter 2 describes the first asymmetric synthesis of trans P-lactams, and Chapter 3 describes the asymmetric synthesis of tertiary a-chloroesters. In the chapter describing the asymmetric synthesis of trans [beta]-lactams, we present mechanistic data supporting a novel mechanism, in which the N-triflylimine, rather than the ketene, reacts with the catalyst first. In the chapter describing the asymmetric synthesis of tertiary a-chloroesters, we introduced an under-utilized commercially available chlorinating reagent (2,2,6,6-tetrachlorocyclohexanone). Finally, in chapter 4, the Cu-catalyzed asymmetric synthesis of [alpha]-aminoesters via an N-H insertion is described. We have demonstrated that carbamates such as BocNH2 and CbzNH2 are efficient coupling partners in reactions with a-diazoesters to generate highly useful Boc- or Cbz-protected a-aminoesters.
