The Development Of New Organocatalysts and New Organocatalytic Cascade Reactions

The Development Of New Organocatalysts and New Organocatalytic Cascade Reactions PDF Author: Patrick Gordon McGarraugh
Publisher:
ISBN:
Category :
Languages : en
Pages : 994

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Book Description
Organocatalysis is the use of small organic molecules to catalyze chemical reactions. They are generally cheaper, less toxic, and easier to handle on a laboratory and industrial scale than more traditional metal-based catalysts. This dissertation discusses the development of new organocatalysts and organocatalytic methods for the asymmetric synthesis of useful small molecules. The research conducted has specifically focused on the use of chiral diarylprolinol silyl ether organocatlysts and their ability to catalyze a variety of useful cascade reactions through iminium and enamine catalysis. Cascade reactions are useful in that a great deal of molecular complexity may be generated in a one-pot process using simple, readily available building blocks. Herein, is provided a comprehensive background on the use of diarylprolinol silyl ethers in the catalysis of iminium-initiated cascade reactions. The research conducted has focused on three main topics: 1.) The development of a novel class of bifunctional bissulfonamide organocatalysts for the asymmetric conjugate addition of dicarbonyls to nitroolefins. 2.) The use of diarylprolinol silyl ether organocatalysts to catalyze a novel Michael-Michael cascade reaction which generates fused carbocycles. 3.) The discovery and development of a novel organocascade kinetic resolution reaction using diarylprolinol silyl ether organocatalysts, which can be used for the synthesis of chiral 2,6-disubstituted tetrahydropyrans and chiral 2,5-disubstituted tetrahydrofurans.

The Development Of New Organocatalysts and New Organocatalytic Cascade Reactions

The Development Of New Organocatalysts and New Organocatalytic Cascade Reactions PDF Author: Patrick Gordon McGarraugh
Publisher:
ISBN:
Category :
Languages : en
Pages : 994

Get Book Here

Book Description
Organocatalysis is the use of small organic molecules to catalyze chemical reactions. They are generally cheaper, less toxic, and easier to handle on a laboratory and industrial scale than more traditional metal-based catalysts. This dissertation discusses the development of new organocatalysts and organocatalytic methods for the asymmetric synthesis of useful small molecules. The research conducted has specifically focused on the use of chiral diarylprolinol silyl ether organocatlysts and their ability to catalyze a variety of useful cascade reactions through iminium and enamine catalysis. Cascade reactions are useful in that a great deal of molecular complexity may be generated in a one-pot process using simple, readily available building blocks. Herein, is provided a comprehensive background on the use of diarylprolinol silyl ethers in the catalysis of iminium-initiated cascade reactions. The research conducted has focused on three main topics: 1.) The development of a novel class of bifunctional bissulfonamide organocatalysts for the asymmetric conjugate addition of dicarbonyls to nitroolefins. 2.) The use of diarylprolinol silyl ether organocatalysts to catalyze a novel Michael-Michael cascade reaction which generates fused carbocycles. 3.) The discovery and development of a novel organocascade kinetic resolution reaction using diarylprolinol silyl ether organocatalysts, which can be used for the synthesis of chiral 2,6-disubstituted tetrahydropyrans and chiral 2,5-disubstituted tetrahydrofurans.

Catalytic Cascade Reactions

Catalytic Cascade Reactions PDF Author: Peng-Fei Xu
Publisher: John Wiley & Sons
ISBN: 1118356632
Category : Science
Languages : en
Pages : 442

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Book Description
Demonstrates the advantages of catalytic cascade reactions for synthesizing natural products and pharmaceuticals Riding the wave of green chemistry, catalytic cascade reactions have become one of the most active research areas in organic synthesis. During a cascade reaction, just one reaction solvent, one workup procedure, and one purification step are needed, thus significantly increasing synthetic efficiency. Featuring contributions from an international team of pioneers in the field, Catalytic Cascade Reactions demonstrates the versatility and application of these reactions for synthesizing valuable compounds. The book examines both organocatalysis and transition-metal catalysis reactions, bringing readers up to date with the latest discoveries and activities in all major areas of catalytic cascade reaction research. Catalytic Cascade Reactions begins with three chapters dedicated to organocatalytic cascade reactions, exploring amines, Brønsted acids, and the application of organocatalytic cascade reactions in natural product synthesis and drug discovery. Next, the book covers: Gold-catalyzed cascade reactions Cascade reactions catalyzed by ruthenium, iron, iridium, rhodium, and copper Palladium-catalyzed cascade reactions of alkenes, alkynes, and allenes Application of transition-metal catalyzed cascade reactions in natural product synthesis and drug discovery Engineering mono- and multifunctional nanocatalysts for cascade reactions Multiple-catalyst-promoted cascade reactions All chapters are thoroughly referenced, providing quick access to important original research findings and reviews so that readers can explore individual topics in greater depth. Drawing together and analyzing published findings scattered across the literature, this book provides a single source that encapsulates our current understanding of catalytic cascade processes. Moreover, it sets the stage for the development of new catalytic cascade reactions and their applications.

Asymmetric Organocatalysis

Asymmetric Organocatalysis PDF Author: Lukasz Albrecht
Publisher: John Wiley & Sons
ISBN: 3527832203
Category : Technology & Engineering
Languages : en
Pages : 1092

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Book Description
Asymmetric Organocatalysis Comprehensive resource on the latest and most important developments in the highly vivid field of asymmetric organocatalysis The book provides a comprehensive overview of the most important advancements in the field of asymmetric organocatalysis that have occurred within the last decade. It presents valuable examples of newly developed synthetic methodologies based on various organocatalytic activation modes. Special emphasis is given to strategies where organocatalysis is expanding its potential by pushing the boundaries and founding new synergistic interactions with other fields of synthetic chemistry, such as metal catalysis, photocatalysis, and biocatalysis. The application of different concepts (such as vinylogy, dearomatization, or cascade reactivity), resulting in the development of new functionalization strategies, is also discussed. Sample topics covered within the book include: New developments in enantioselective Brønsted acid catalysis with strong hydrogen-bond donors Asymmetric phase-transfer catalysis, from classical applications to new concepts Halogen-bonding organocatalysis Asymmetric electrochemical organocatalysis and synergistic organo-organocatalysis Immobilized organocatalysts for enantioselective continuous flow processes Mechanochemistry and high-pressure techniques in asymmetric organocatalysis Useful tools in elucidation of organocatalytic reaction mechanisms With an overall focus on new reactions and catalysts, this two-volume work is an indispensable source for everyone working in the field of asymmetric organocatalysis.

Organocatalysis

Organocatalysis PDF Author: Maurizio Benaglia
Publisher: Walter de Gruyter GmbH & Co KG
ISBN: 3110590050
Category : Science
Languages : en
Pages : 451

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Book Description
Organocatalysis is considered today one of the three pillars in asymmetric catalysis, along with biocatalysis and organometallic catalysis. The possibility to combine organocatalysis with radical chemistry, photocatalysis and enabling technologies opened new avenues in organic synthesis.

Stereoselective Organocatalysis

Stereoselective Organocatalysis PDF Author: Ramon Rios Torres
Publisher: John Wiley & Sons
ISBN: 1118604709
Category : Science
Languages : en
Pages : 581

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Book Description
Sets forth an important group of environmentally friendly organic reactions With contributions from leading international experts in organic synthesis, this book presents all the most important methodologies for stereoselective organocatalysis, fully examining both the activation mode as well as the type of bond formed. Clear explanations guide researchers through all the most important methods used to form key chemical bonds, including carbon-carbon (C–C), carbon-nitrogen (C–N), and carbon-halogen (C–X) bonds. Moreover, readers will discover how the use of non-metallic catalysts facilitates a broad range of important reactions that are environmentally friendly and fully meet the standards of green chemistry. Stereoselective Organocatalysis begins with an historical overview and a review of activation modes in asymmetric organocatalysis. The next group of chapters is organized by bond type, making it easy to find bonds according to their applications. The first of these chapters takes a detailed look at the many routes to C–C bond formation. Next, the book covers: Organocatalytic C–N bond formation C–O bond formation C–X bond formation C–S, C–Se, and C–B bond formation Enantioselective organocatalytic reductions Cascade reactions forming both C–C bonds and C–heteroatom bonds The final chapter is devoted to the use of organocatalysis for the synthesis of natural products. All the chapters in the book are extensively referenced, serving as a gateway to the growing body of original research reports and reviews in the field. Based on the most recent findings and practices in organic synthesis, Stereoselective Organocatalysis equips synthetic chemists with a group of organocatalytic reactions that will help them design green reactions and overcome many challenges in organic synthesis.

Recent Advances in Organocatalysis

Recent Advances in Organocatalysis PDF Author: Iyad Karamé
Publisher: BoD – Books on Demand
ISBN: 9535126725
Category : Science
Languages : en
Pages : 194

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Book Description
Organocatalysis has recently attracted enormous attention as green and sustainable catalysis. It was realized as a fundamental field providing wide families of catalysts for important organic transformations. It will certainly develop in the future. Given the diversity of accessible transformations, metal-catalyzed reactions have become major tools in organic synthesis that will undoubtedly continue to have an important impact in the future. Alternatively, over the last years, a metal-free approach such as organocatalysis has reached a level of faithfulness, allowing researchers to discover new catalytic systems based on engagement of new or early-prepared organic molecules as organocatalysts. Organocatalysis meets green chemistry principles, especially the reduction of toxicity and chemical accidents, the biodegradability, and the use of benign and friendlier reaction media and conditions.

Recent Developments in Asymmetric Organocatalysis

Recent Developments in Asymmetric Organocatalysis PDF Author: Helene Pellissier
Publisher: Royal Society of Chemistry
ISBN: 1849731144
Category : Science
Languages : en
Pages : 258

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Book Description
The aim of this book is to cover the very recent developments in asymmetric organocatalysis, focussing on those published since the beginning of 2008. The last decade has witnessed an explosive growth in the field of asymmetric organocatalysis with an impressive amount of new catalysts, novel methodologies, and applications in numerous reaction types, such as nucleophilic substitutions, addition reactions, as well as cycloadditions, oxidations, reductions, kinetic resolutions, and miscellaneous reactions. This very diverse and intensely developing field is too wide to cover in a single review. The timeliness of the book together with the expected impact is excellent, since nowadays asymmetric organocatalysis is arguably the most intensively developed field in organic chemistry. The book is designed to meet the demands of a postgraduate textbook,containing case studies and Q&A sections, as well as a practical book filled with facts and data useful as a working tool for the practitioner. The book is divided into ten sections, dealing successively with nucleophilic additions to electron-deficient C=C double bonds, nucleophilic additions to C=O double bonds, nucleophilic additions to C=N double bonds, nucleophilic additions to unsaturated nitrogen, nucleophilic substitutions at aliphatic carbon, cycloaddition reactions, oxidations, reductions, kinetic resolutions and desymmetrisations, and miscellaneous reactions.

Asymmetric Organocatalysis in Natural Product Syntheses

Asymmetric Organocatalysis in Natural Product Syntheses PDF Author: Mario Waser
Publisher: Springer Science & Business Media
ISBN: 3709111633
Category : Science
Languages : en
Pages : 205

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Book Description
This book provides the reader with an illustrative overview concerning successful and widely used applications of organocatalysis in the field of natural product synthesis. The main focus will be on organocatalytic key-steps for each (multi-step) synthesis described, whereas other often particularly innovative transformations will be omitted, as this would be beyond the scope of this volume.

Multicatalyst System in Asymmetric Catalysis

Multicatalyst System in Asymmetric Catalysis PDF Author: Jian Zhou
Publisher: John Wiley & Sons
ISBN: 1118071867
Category : Science
Languages : en
Pages : 712

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Book Description
This book introduces multi-catalyst systems by describing their mechanism and advantages in asymmetric catalysis. • Helps organic chemists perform more efficient catalysis with step-by-step methods • Overviews new concepts and progress for greener and economic catalytic reactions • Covers topics of interest in asymmetric catalysis including bifunctional catalysis, cooperative catalysis, multimetallic catalysis, and novel tandem reactions • Has applications for pharmaceuticals, agrochemicals, materials, and flavour and fragrance

Organocatalytic Enantioselective Conjugate Addition Reactions

Organocatalytic Enantioselective Conjugate Addition Reactions PDF Author: Dolores Badia
Publisher: Royal Society of Chemistry
ISBN: 1849730245
Category : Science
Languages : en
Pages : 365

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Book Description
This book, unique in its field, is a comprehensive description of all the methodologies reported for carrying out conjugate addition reactions in a stereoselective way, using small chiral organic molecules as catalysts (organocatalysts). In the last 3-4 years, this has been a rapidly growing field in organic chemistry, and many papers have appeared reporting excellent protocols for carrying out these highly efficient transformations that compete well with other classical approachse using transition metal catalysts. A particularly attractive feature of this transformation relies upon the fact that the conjugate addition (Michael and Hetero-Michael reactions) is an extraoridinarily effective means to initiate cascade processes which result in the formation of complex molecules from very small and simple starting blocks. The book, written by noted experts, covers all recent advances in this not topic, and provides a good state-of-the-art review for organic chemists working in this field and all those who wish to start projects in this area. The Series is intended to provide an accessible reference for postgraduates and industrialists working in the field of catalysis and its applications. Books will be produced either as monographs or reference handbooks. The Series will cover research developments and applications of catalysis, in both academia and industry.