Molybdenum(O) Catalyzed Reactions of Allylic Acetates and Palladium(+2) Catalyzed Cyclizations of 1,6 Enynes PDF Download
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Author: Mark Lautens
Publisher:
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Category :
Languages : en
Pages : 674
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Author: Mark Lautens
Publisher:
ISBN:
Category :
Languages : en
Pages : 674
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Author: Montserrat Diéguez
Publisher: John Wiley & Sons
ISBN: 3527804072
Category : Technology & Engineering
Languages : en
Pages : 431
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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.
Author: Aiwen Lei
Publisher: John Wiley & Sons
ISBN: 3527681019
Category : Technology & Engineering
Languages : en
Pages : 240
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Book Description
The first handbook on this emerging field provides a comprehensive overview of transition metal-catalyzed coupling reactions in the presence of an oxidant. Following an introduction to the general concept and mechanism of this reaction class, the team of authors presents chapters on C-C cross-coupling reactions using organometallic partners, C-Heteroatom bond forming reactions via oxidative couplings, and C-H couplings via C-H activation. The text also covers such groundbreaking topics as recent achievements in the fields of C-C and C-X bond formation reactions as well as C-H activation involving oxidative couplings. With its novel and concise approach towards important building blocks in organic chemistry and its focus on synthetic applications, this handbook is of great interest to all synthetic chemists in academia and industry alike.
Author: Byeong-Seon Kim
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ISBN:
Category :
Languages : en
Pages : 856
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Transition metal-catalyzed reactions are rapidly being developed for the synthesis complex natural and non-natural products. Among these, palladium-catalyzed reactions are both attractive and reliable. However, a formidable challenge at the forefront of organic chemistry is the control of selectivity to enable the selective formation of diverse structural motifs from readily available substrate classes. Herein, progress toward broadening the scope of palladium-catalyzed C-C bond-forming reactions is demonstrated, with a particular focus on controlling reactivity, regioselectivity, and chemoselectivity.
Author:
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Category :
Languages : en
Pages :
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Author:
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Category : Chemistry
Languages : en
Pages : 2726
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Author: David Andrew Thaisrivongs
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Category :
Languages : en
Pages :
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The research described in this dissertation defines two endeavors into the field of palladium-catalyzed allylic alkylation chemistry: the employment of unstabilized nitrogen-containing aromatic heterocycles as nucleophiles and the use of C--H activation to access [pi]-allyl-palladium electrophiles. With regard to the former program, we demonstrate that 2-methylpyridines, substrates whose corresponding anions are too unstabilized to react productively in palladium-catalyzed asymmetric allylic alkylation (AAA) reactions, form complexes when exposed to boron trifluoride diethyl etherate that can be deprotonated with lithium hexamethyldisilazide to afford competent nucleophiles for AAA processes. Investigations into the reaction mechanism establish that the configuration of the allylic stereocenter of the electrophile is retained, a finding that is consistent with the canonical outer sphere mechanism invoked for palladium-catalyzed allylic substitution processes of stabilized anions. We also show that under modified conditions, this protocol is applicable to the highly regio-, diastereo-, and enantioselective allylic alkylation of 2-substituted pyridines, reactions that form homoallylic stereocenters containing alkyl, aryl, heteroaryl, and nitrogen substituents. When the reaction is correspondingly performed with unsymmetric acyclic electrophiles, both linear and branched products may be obtained regio- and enantioselectively by choosing the appropriate regioisomeric starting material and ligand. We further report that this strategy extends to reactions of a variety of nitrogen-containing aromatic heterocycles, including pyrazines, pyrimidines, pyridazines, quinoxalines, benzoimidazoles, and tetrazoles. The mesityl ester, whose steric bulk prevents competitive deacylation of the electrophile from these nucleophiles, is introduced as a new leaving group in allylic alkylation chemistry. We describe the first general palladium-catalyzed allylic alkylation of 1,4-dienes that proceeds via C--H activation. A broad range of nucleophiles undergo reaction with variously substituted 1,4-dienes under relatively mild conditions, providing direct access to the corresponding 1,3-diene-containing products with high regio- and stereocontrol. This is the first catalytic allylic alkylation that proceeds via C--H activation in the absence of sulfoxide ligands, a discovery that provides for further developments in this chemistry enabled by phosphorus-based ligands. This finding is applied to a new assisted tandem catalytic process that effects sequential palladium(0)-catalyzed allylic alkylations via leaving group ionization and palladium(II)-catalyzed allylic alkylations via C--H activation. By employing an oxidative trigger to convert the initial palladium(0) species to a palladium(II) one, both transformations can be conducted in a single reaction vessel using the same precatalyst. This strategy allows for the introduction of otherwise indistinguishable allyl groups by exploiting complementary catalytic redox cycles. Finally, we detail the discovery and development of the first catalytic enantioselective palladium-catalyzed allylic C--H alkylations, an achievement made possible by a novel class of pyroglutamic-based phosphoramidite ligands. A wide array of sterically and electronically diverse allylarenes undergo allylic substitution by 2-acetyl-1-tetralones to form quaternary carbon stereocenters. Control experiments verify that this palladium-catalyzed process involves direct allylic alkylation, rather than initial allylic C--H acetoxylation. This conceptually and mechanistically distinct strategy averts many of the chemoselectivity issues inherent to traditional methods for the synthesis of enantioenriched allylic substitution products, providing the groundwork for the next generation of palladium-catalyzed allylic alkylation methods.
Author: Lukas J. Gooßen
Publisher: Springer
ISBN: 3642342868
Category : Science
Languages : en
Pages : 345
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Barry Trost: Transition metal catalyzed allylic alkylation.- Jeffrey W. Bode: Reinventing Amide Bond Formation.- Naoto Chatani and Mamoru Tobisu: Catalytic Transformations Involving the Cleavage of C-OMe Bonds.- Gregory L. Beutner and Scott E. Denmark: The Interplay of Invention, Observation and Discovery in the Development of Lewis Base Activation of Lewis Acids for Catalytic Enantioselective Synthesis.- David R. Stuart and Keith Fagnou: The Discovery and Development of a Palladium(II)-Catalyzed Oxidative Cross-Coupling of Two Unactivated Arenes.- Lukas Gooßen and Käthe Gooßen: Decarboxylative Cross-Coupling Reactions.- A. Stephen K. Hashmi: Gold-Catalyzed Organic Reactions.- Ben List: Developing Catalytic Asymmetric Acetalizations.- Steven M. Bischof, Brian G. Hashiguchi, Michael M. Konnick, and Roy A. Periana: The De NovoDesign of CH Bond Hydroxylation Catalysts.- Benoit Cardinal-David, Karl A. Scheidt: Carbene Catalysis: Beyond the Benzoin and Stetter Reactions.- Kenso Soai and Tsuneomi Kawasaki: Asymmetric autocatalysis of pyrimidyl alkanol.- Douglas C. Behenna and Brian M. Stoltz: Natural Products as Inspiration for Reaction Development: Catalytic Enantioselective Decarboxylative Reactions of Prochiral Enolate Equivalents. Hisashi Yamamoto: Acid Catalysis in Organic Synthesis.
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Category : Canada
Languages : en
Pages : 832
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Author: Takahiko Akiyama
Publisher: John Wiley & Sons
ISBN: 1119736412
Category : Science
Languages : en
Pages : 798
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Catalytic Asymmetric Synthesis Seminal text presenting detailed accounts of the most important catalytic asymmetric reactions known today This book covers the preparation of enantiomerically pure or enriched chemical compounds by use of chiral catalyst molecules. While reviewing the most important catalytic methods for asymmetric organic synthesis, this book highlights the most important and recent developments in catalytic asymmetric synthesis. Edited by two well-qualified experts, sample topics covered in the work include: Metal catalysis, organocatalysis, photoredox catalysis, enzyme catalysis C–H bond functionalization reactions Carbon–carbon bond formation reactions, carbon–halogen bond formation reactions, hydrogenations, polymerizations, flow reactions Axially chiral compounds Retaining the best of its predecessors but now thoroughly up to date with the important and recent developments in catalytic asymmetric synthesis, the 4th edition of Catalytic Asymmetric Synthesis serves as an excellent desktop reference and text for researchers and students, from upper-level undergraduates all the way to experienced professionals in industry or academia.
