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The Design Synthesis And Application To Assymetric Catalysis Of Chiral Transition Metal Cyclopentadienyl Complexes
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Book Synopsis The Design, Synthesis and Application to Asymmetric Catalysis of Chiral Transition Metal Cyclopentadienyl Complexes by : Daniel Christopher Brookings
Download or read book The Design, Synthesis and Application to Asymmetric Catalysis of Chiral Transition Metal Cyclopentadienyl Complexes written by Daniel Christopher Brookings and published by . This book was released on 1999 with total page 0 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Book Synopsis The design, synthesis and application to assymetric catalysis of chiral transition metal cyclopentadienyl complexes by : Daniel Christopher Brookings
Download or read book The design, synthesis and application to assymetric catalysis of chiral transition metal cyclopentadienyl complexes written by Daniel Christopher Brookings and published by . This book was released on 1999 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt:
Book Synopsis Design and Synthesis of Electronically and Sterically Variable Chiral Cyclopentadienyl Transition Metal Complexes and Their Application in Asymmetric Transformations by : Timothy Michael Ramsey
Download or read book Design and Synthesis of Electronically and Sterically Variable Chiral Cyclopentadienyl Transition Metal Complexes and Their Application in Asymmetric Transformations written by Timothy Michael Ramsey and published by . This book was released on 1994 with total page 498 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Book Synopsis Metallocenes in Regio- and Stereoselective Synthesis by : Marko Hapke
Download or read book Metallocenes in Regio- and Stereoselective Synthesis written by Marko Hapke and published by Springer Nature. This book was released on with total page 208 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Book Synopsis Asymmetric Catalysis from a Chinese Perspective by : Shengming Ma
Download or read book Asymmetric Catalysis from a Chinese Perspective written by Shengming Ma and published by Springer Science & Business Media. This book was released on 2011-07-06 with total page 368 pages. Available in PDF, EPUB and Kindle. Book excerpt: Qi-Lin Zhou and Jian-Hua Xie: Chiral Spiro Catalysts.- Fuk Loi Lam, Fuk Yee Kwong and Albert S. C. Chan: Chiral Phosphorus Ligands with Interesting Properties and Practical Applications.- Jiang Pan, Hui-Lei Yu, Jian-He Xu, Guo-Qiang Lin: Advances in Biocatalysis: Enzymatic Reactions and Their Applications.- Mei-Xiang Wang: Enantioselective Biotransformations of Nitriles.- Man Kin Wong, Yiu Chung Yip and Dan Yang: Asymmetric Epoxidation Catalyzed by Chiral Ketones.- W. J. Liu, N. Li and L. Z. Gong: Asymmetric Organocatalysis.- Qing-Hua Fan and Kuiling Ding: Enantioselective Catalysis with Structurally Tunable Immobilized Catalysts.- Chang-Hua Ding, Xue-Long Hou: Transition Metal-Catalyzed Asymmetric Allylation.- Jian Zhou and Yong Tang: Enantioselective Reactions with Trisoxazolines.- Xiang-Ping Hu, Duo-Sheng Wang, Chang-Bin Yu, Yong-Gui Zhou, and Zhuo Zheng: Adventure in Asymmetric Hydrogenation: Synthesis of Chiral Phosphorus Ligands and Asymmetric Hydrogenation of Heteroaromtics.
Book Synopsis Catalytic Asymmetric Cyclization Reactions of Chiral Cyclopentadienylruthenium and Indenylruthenium Complexes by : Michael Christian Ryan
Download or read book Catalytic Asymmetric Cyclization Reactions of Chiral Cyclopentadienylruthenium and Indenylruthenium Complexes written by Michael Christian Ryan and published by . This book was released on 2016 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt: Using transition metal catalysis to rapidly increase complexity for the construction of small molecules has been one of the most important areas of research in the field of synthetic organic chemistry. In particular, cyclopentadienylruthenium (CpRu) catalysis has previously been shown by our research group and others to be a selective, cost-effective, and atom-economical means of achieving this goal. In an effort to extend CpRu catalysis to enantioselective variants of these reactions, our group had previously developed CpRu complexes containing tethered chiral sulfoxides for their successful application towards asymmetric allylic substitution reactions. This work describes our efforts to expand the chemistry of these CpRu-sulfoxide complexes and to synthesize novel chiral CpRu and indenylruthenium (IndRu) catalysts for the discovery of new catalytic asymmetric cyclization reactions. CpRu-sulfoxide complexes were used to perform an asymmetric redox bicycloisomerization reaction that constructed [3.1.0] and [4.1.0] bicycles from propargyl alcohols. Initial reaction optimization was performed on 1,7-enynes due to the products' similarity to known triple-reuptake inhibitor GSK1360707. CpRu complex containing a tethered para-methoxy sulfoxide ligand proved to be the optimal catalyst for this reaction. Variation of the 1,7-enyne substrate structure revealed that a bulky 2,4,6-triisopropylbenzenesulfonyl (Tris) protecting group on the nitrogen-containing backbone was essential for observing high enantioselectivities for [4.1.0] bicycles. While THF proved to be the optimal solvent for redox isomerization of [4.1.0] bicycles, acetone provided the best results for [3.1.0] bicycles. Enantiomeric ratios as high as 98.5:1.5 were observed with Tris-containing [3.1.0] bicycles. The chemistry could be extended to 1,6-enynes containing other substrate tethers, including tosyl, diphenyl phosphoramidate, and dibenzyl malonate tethers. Nitrogen protecting groups were shown to be removable under reducing conditions. Catalysis performed with enantiomerically enriched propargyl alcohols revealed a matched/mismatched effect that was strongly dependent on the nature of the solvent. To the best of our knowledge, this methodology was the first example of a ruthenium-catalyzed asymmetric cycloisomerization reaction. Unfortunately, CpRu-sulfoxide complexes were shown to be inefficient and poorly selective catalysts for the enyne cycloisomerization and redox isomerization/C-H insertion reactions. We hypothesized that either the bound sulfoxide ligand was too electron-rich or that the catalyst had an insufficient number of coordination sites available for catalysis. In order to test our hypothesis, we synthesized CpRu complexes that contained more electron-withdrawing S-chiral ligands. While chiral sulfimide- and sulfinamide-containing complexes could promote enyne cycloisomerization, these catalysts were poorly enantioselective. These results led us to believe that the ligands were too weakly ligated to the metal center and decomplexed under the reaction conditions. Novel coordinatively unsaturated chiral indenylruthenium complexes with a tethered chiral sulfoxide were designed and synthesized. Enantiomeric ratios of up to 75:25 for enyne cycloisomerization and 84:16 for enyne hydroxycyclization could be obtained using these catalysts. When applied to the asymmetric redox isomerization/C-H insertion reaction, chiral indenylruthenium complexes could promote this reaction in up to 90:10 e.r. The main disadvantage of using these tethered complexes is that they are not commercially available and must be made through multistep syntheses. We discovered that commercially available catalyst CpRu(MeCN)3PF6, when used in conjunction with a chiral phosphoramidite ligand, can perform an asymmetric interrupted metallo-ene reaction of (E)-allylic chlorides in excellent enantioselectivity. To our knowledge, this represents the first example of using CpRu-phosphoramidite complexes for a catalytic asymmetric transformation. The C1-symmetry and 3,3'-substitution on the BINOL-based phosphoramidite were key to the high levels of enantioinduction observed. Carbocyclic and heterocyclic 5- and 6-membered rings could be constructed in> 20:1 d.r. and up to 99:1 e.r. As a demonstration of the utility of this methodology, diastereoselective Friedel-Crafts reactions were performed on the chiral benzylic alcohol products that were observed to proceed with retention of configuration.
Book Synopsis Asymmetric Catalysis by : B. Bosnich
Download or read book Asymmetric Catalysis written by B. Bosnich and published by Springer Science & Business Media. This book was released on 2012-12-06 with total page 169 pages. Available in PDF, EPUB and Kindle. Book excerpt: The rate of advance in areas of science is seldom constant. Usually certain fields effloresce with activity because of the ~ealization that solutions are possible to long standing important problems. So it is now with asymmetric catalysis, a field which promises to change profoundly the strategic thinking of synthetic chemists. As this Report will show, reagents which can induce catalytic enantiocontrol of chemical transformations could represent the ultimate synthetic method. Nearly all synthetic strategies of complex molecules involve steps which require enantiocontrol and, in many cases, a specific catalytic transformation embodying enan tiocontrol has enormous advantages in terms of the rate and economy of the reaction. Because asymmetric catalysis is in a formative stage, workers with different backgrounds have joined the field. This Workshop had representatives with organometallic, organic, structural, kinetic, enzymatic, microbiological and industrial backgrounds. Each had his own perspective and this Report represents a consensus of this group of eleven people. The result is probably as compre hensive and balanced a view of the subject as is possible at present. It is hoped that those who have until now had but a glancing interest in asymmetric catalysis will find this Report a useful indication of its present state. We believe that asymmetric catalysis will have an increasing impact on the development of chemistry and will eventually dominate much of synthetic and industrial chemistry.
Book Synopsis New Trends in Asymmetric Catalysis by : Giorgio Della Sala
Download or read book New Trends in Asymmetric Catalysis written by Giorgio Della Sala and published by MDPI. This book was released on 2021-08-30 with total page 172 pages. Available in PDF, EPUB and Kindle. Book excerpt: The synthesis of enantiopure organic compounds is a key issue for several applications in pharmacology, food chemistry, agricultural chemistry, perfumery, materials science and other industrial sectors. Nowadays, asymmetric catalysis is undoubtedly the most important tool to achieve this goal. This technology, in fact, enables the production of large amounts of enantiomerically enriched compounds, employing relatively small quantities of chiral enantiopure catalysts, which is exactly what is accomplished by enzymes in nature. Since the pioneering works of Noyori, Knowles and Sharpless, which later earned them the Nobel Prize in Chemistry, asymmetric catalysis has experienced a rapid and relentless development in the last fifty years. The tremendous expansion of enantioselective transformations, the design of novel and more efficient organometallic and organic catalysts, the development of sophisticated bioreactors and cell factories, are just some of the elements responsible for such growth. However, new challenges of asymmetric catalysis are devoted to enhancing the process’s sustainability, by the introduction of recyclable and low-cost catalysts, and the use of renewable starting materials and energy source. This book provides an overview of some of these development directions and comprises a collection of review papers and a research article authored by renowned researchers actively involved in this field. The topics covered by the review papers are photoredox-catalyzed reactions of imines, asymmetric catalytic electrosynthesis, cooperative catalysis of chiral N-heterocyclic carbenes and Lewis acid, and asymmetric ring-opening reactions of epoxides catalyzed by metal–salen complexes. The research article presents a proline-catalyzed aldol reaction in water–methanol solvent mixture.
Book Synopsis Chiral Building Blocks in Asymmetric Synthesis by : Jacek Wojaczynski
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.
Book Synopsis Design, Synthesis and Catalytic Properties of Chiral Counteranions on Transition Metal Catalysts by : David B. Llewellyn
Download or read book Design, Synthesis and Catalytic Properties of Chiral Counteranions on Transition Metal Catalysts written by David B. Llewellyn and published by . This book was released on 2002 with total page 296 pages. Available in PDF, EPUB and Kindle. Book excerpt: "The design of enantioselective transition metal catalyzed reactions is an important area of chemical research. The purpose of this study was to develop a new method to incorporate chirality into transition metal catalysis via ion pairing interactions. This has led to the development of the first enantioselective transition metal catalyzed reaction using a chiral counteranion as the sole source of asymmetry." --
Book Synopsis Synthesis and Application of New Chiral Ligands for Enantioselectivity Tuning in Transition Metal Catalysis by : Fanji Kong
Download or read book Synthesis and Application of New Chiral Ligands for Enantioselectivity Tuning in Transition Metal Catalysis written by Fanji Kong and published by . This book was released on 2017 with total page 156 pages. Available in PDF, EPUB and Kindle. Book excerpt: A set of five new C3-symmetric phosphites were synthesized and tested in palladium-catalyzed asymmetric Suzuki coupling. The observed reactivity and selectivity were dependent upon several factors. One of the phosphites was able to achieve some of the highest levels of enantioselectivity in asymmetric Suzuki couplings with specific substrates. Different hypotheses have been made for understanding the ligand effects and reaction selectivities, and those hypotheses were tested via various methods including DOSY NMR experiments, X-ray crystallography, and correlation of catalyst selectivity with Tolman cone angles. Although only modest enantioselectivities were observed in most reactions, the ability to synthesis these phosphites in only three steps on gram scales and to readily tune their properties by simple modification of the binaphthyl 2́-substituents makes them promising candidates for determining structure-selectivity relationships in asymmetric transition metal catalysis, in which phosphites have been previously shown to be successful. A series of novel chiral oxazoline-based carbodicarbene ligands was targeted for synthesis. Unfortunately, the chosen synthetic route could not be completed due to unwanted reactivity of the oxazoline ring. However, a new and efficient route for Pd-catalyzed direct amination of aryl halides with oxazoline amine was developed and optimized during these studies. Chiral binaphthyl based Pd(II) ADC complexes with different substituent groups have been synthesized and tested in asymmetric Suzuki coupling reactions. Although only low enantioselectivities were observed in Suzuki coupling, this represents a new class of chiral metal-ADC catalysts that could be tested in further catalytic.
Book Synopsis Asymmetric Catalysis on Industrial Scale by : Hans Ulrich Blaser
Download or read book Asymmetric Catalysis on Industrial Scale written by Hans Ulrich Blaser and published by John Wiley & Sons. This book was released on 2007-02-27 with total page 483 pages. Available in PDF, EPUB and Kindle. Book excerpt: Edited by two of the experts in the field, the central aim is to show organic chemists working in process development that enantioselective catalysis is suitable for the large-scale production of enantioenriched intermediates. In so doing, it is equally a source of information and inspiration for academic research, and, with its contribution by Noble prizewinner W. S. Knowles, will also heighten the status of industrial catalyst specialists working in the exciting field of enantioselective catalysis. Some 25 contributions from top industrial researchers around the world present case studies on the development of the widest possible range of large-scale enantioselective processes, featuring stereoselective production processes of fine-chemicals, agrochemicals and pharmaceuticals. Clearly structured according to the nature of the task, this handbook adopts a problem-driven approach such that readers can easily find how colleagues have dealt with a similar situation.
Book Synopsis Asymmetric Metal Catalysis in Enantioselective Domino Reactions by : Helene Pellissier
Download or read book Asymmetric Metal Catalysis in Enantioselective Domino Reactions written by Helene Pellissier and published by John Wiley & Sons. This book was released on 2019-07-12 with total page 342 pages. Available in PDF, EPUB and Kindle. Book excerpt: Introduces an innovative and outstanding tool for the easy synthesis of complex chiral structures in a single step Covering all of the literature since the beginning of 2006, this must-have book for chemists collects the major progress in the field of enantioselective one-, two-, and multicomponent domino reactions promoted by chiral metal catalysts. It clearly illustrates how enantioselective metal-catalyzed processes constitute outstanding tools for the development of a wide variety of fascinating one-pot asymmetric domino reactions, thereby allowing many complex products to be easily generated from simple materials in one step. The book also strictly follows the definition of domino reactions by Tietze as single-, two-, as well as multicomponent transformations. Asymmetric Metal Catalysis in Enantioselective Domino Reactions is divided into twelve chapters, dealing with enantioselective copper-, palladium-, rhodium-, scandium-, silver-, nickel-, gold-, magnesium-, cobalt-, zinc-, yttrium and ytterbium-, and other metal-catalyzed domino reactions. Most of the chapters are divided into two parts dealing successively with one- and two-component domino reactions, and three-component processes. Each part is subdivided according to the nature of domino reactions. Each chapter of the book includes selected applications of synthetic methodologies to prepare natural and biologically active products. -Presents the novel combination of asymmetric metal catalysis with the concept of fascinating domino reactions, which allows high molecular complexity with a remarkable level of enantioselectivity -Showcases an incredible tool synthesizing complex and diverse chiral structures in a single reaction step -Includes applications in total synthesis of natural products and biologically active compounds -Written by a renowned international specialist in the field -Stimulates the design of novel asymmetric domino reactions and their use in the synthesis of natural products, pharmaceuticals, agrochemicals, and materials Asymmetric Metal Catalysis in Enantioselective Domino Reactions will be of high interest to synthetic, organic, medicinal, and catalytic chemists in academia and R&D departments.
Book Synopsis Comprehensive Asymmetric Catalysis by : Eric N. Jacobsen
Download or read book Comprehensive Asymmetric Catalysis written by Eric N. Jacobsen and published by Springer Science & Business Media. This book was released on 2004-04-21 with total page 158 pages. Available in PDF, EPUB and Kindle. Book excerpt: The second supplement to the three volume reference work Comprehensive Asymmetric Catalysis critically reviews new developments to the hottest topics in the field written by recognised experts. Seven chapters which are already in the major reference work have been supplemented and additionally a new chapter on Aminohydroxylation of Carbon-Carbon Double Bonds has been included. Thus, the state of the art in this area is now re-established. Together with the basic three volume book set and Supplement 1 it is not only the principal reference source for synthetic organic chemists, but also for all scientific researchers who use chiral compounds in their work (for example, in biochemical investigations and molecular medicine) as well as for pharmaceutical chemists and other industrial researchers who prepare chiral compounds.
Book Synopsis Catalytic Methods in Asymmetric Synthesis by : Michelangelo Gruttadauria
Download or read book Catalytic Methods in Asymmetric Synthesis written by Michelangelo Gruttadauria and published by John Wiley & Sons. This book was released on 2011-09-27 with total page 720 pages. Available in PDF, EPUB and Kindle. Book excerpt: This book covers advances in the methods of catalytic asymmetric synthesis and their applications. Coverage moves from new materials and technologies to homogeneous metal-free catalysts and homogeneous metal catalysts. The applications of several methodologies for the synthesis of biologically active molecules are discussed. Part I addresses recent advances in new materials and technologies such as supported catalysts, supports, self-supported catalysts, chiral ionic liquids, supercritical fluids, flow reactors and microwaves related to asymmetric catalysis. Part II covers advances and milestones in organocatalytic, enzymatic and metal-based mediated asymmetric synthesis, including applications for the synthesis of biologically active molecules. Written by leading international experts, this book consists of 16 chapters with 2000 References and illustrations of 560 schemes and figures.
Book Synopsis C-H Activation for Asymmetric Synthesis by : Françoise Colobert
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.
Book Synopsis Synthesis and Asymmetric Reactivity of Electronically and Sterically Differentiating Chiral Cyclopentadienyl Metal Complexes by : Ronald Lee Halterman
Download or read book Synthesis and Asymmetric Reactivity of Electronically and Sterically Differentiating Chiral Cyclopentadienyl Metal Complexes written by Ronald Lee Halterman and published by . This book was released on 1985 with total page 486 pages. Available in PDF, EPUB and Kindle. Book excerpt:
