Studies of Rhodium-catalyzed [5+2] Cycloadditions and Their Applications in Organic Synthesis

Studies of Rhodium-catalyzed [5+2] Cycloadditions and Their Applications in Organic Synthesis PDF Author: Craig Owen Husfeld
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ISBN:
Category :
Languages : en
Pages : 744

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Studies of Rhodium-catalyzed [5+2] Cycloadditions and Their Applications in Organic Synthesis

Studies of Rhodium-catalyzed [5+2] Cycloadditions and Their Applications in Organic Synthesis PDF Author: Craig Owen Husfeld
Publisher:
ISBN:
Category :
Languages : en
Pages : 744

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Book Description


Synthetic Approaches to Nonaromatic Nitrogen Heterocycles

Synthetic Approaches to Nonaromatic Nitrogen Heterocycles PDF Author: Ana Maria Faisca Phillips
Publisher: John Wiley & Sons
ISBN: 1119708753
Category : Science
Languages : en
Pages : 864

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Book Description
A comprehensive overview of synthetic strategies for nonaromatic nitrogen heterocycles Nitrogen heterocycles are extremely widely distributed in nature, as well as in synthetic substances found in pharmaceuticals, agrochemicals, and materials chemistry. With new structures and medicines that include these structures emerging yearly, and a vast new journal literature to describe them, anyone who wants to be effective in R&D needs to easily access a synthesis of the latest research. This state-of-the-art survey explores recent developments in the most widely used reactions, as well as completely new ones. Highlights the major modern synthetic methods known to obtain nonaromatic nitrogen heterocycles, and their practical applications Topics include enantioselective synthesis and catalysis, photocatalysis, biocatalysis, microwave-assisted synthesis, reactions of oximes and nitrones, and ionic liquids Discusses how to synthesize rings of specific sizes Covers sustainable synthetic approaches for obtaining salts Whether you are using nonaromatic nitrogen compounds as an academic researcher, a synthetic chemist in industry, or an advanced student, this book is an essential, up-to-date resource to support your work.

Applied Homogeneous Catalysis with Organometallic Compounds

Applied Homogeneous Catalysis with Organometallic Compounds PDF Author: Boy Cornils
Publisher: John Wiley & Sons
ISBN: 3527651764
Category : Science
Languages : en
Pages : 1770

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Book Description
The completely revised third edition of this four-volume classic is fully updated and now includes such topics as as CH-activation and multicomponent reactions. It describes the most important reaction types, new methods and recent developments in catalysis. The internationally renowned editors and a plethora of international authors (including Nobel laureate R. Noyori) guarantee high quality content throughout the book. A "must read" for everyone in academia and industry working in this field.

Investigations of [5+2] and Other Cycloadditions

Investigations of [5+2] and Other Cycloadditions PDF Author: Lauren Elizabeth Sirois
Publisher:
ISBN:
Category :
Languages : en
Pages :

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Those who study new reactions and their selectivities are often driven by an interest in developing novel, practical methods that can be exploited to achieve complex chemical transformations over a small number of synthetic steps. The ultimate goal of such efforts is to achieve step economy, an overarching principle of green chemistry that minimizes reagents, waste, and production time. The design and application of metal-catalyzed and light-mediated cycloadditions is one important avenue of research, as such transformations can be atom economical and, more importantly, can create multiple bonds, rings, and stereocenters in a single step toward targets of high complexity and value. Linked to the development of new reactions is the design and understanding of new catalysts and ligands possessing novel reactivities and selectivities. Step economy can also be achieved by the clever streamlining of multiple transformations into a single synthetic operation, thus further reducing material and personnel costs. Such single-flask serial/cascade reactions can be used for the rapid assembly of molecular scaffolds, some of which comprise the core of targets with exciting physical properties or biological activity. The research presented in this dissertation addresses all of these themes. Within the context of similar reactions of activated, strained rings, Chapter 1 introduces the metal-catalyzed [5+2] cycloaddition of vinylcyclopropanes (VCPs) and pi-systems for the construction of seven-membered rings, an important motif in many natural products and natural-product-inspired synthetic targets. Chapter 2 describes the latest advancements in new catalysts and new ligands for the strategically convergent and operationally simple rhodium(I)-catalyzed intermolecular [5+2] reactions of VCPs and alkyne feedstocks. In Chapter 3, the regioselectivity of intermolecular [5+2] cycloadditions is explored systematically, as unsymmetrical substrates can give rise to multiple regioisomeric cycloadducts depending upon the orientation of the alkyne during a postulated (turnover-limiting) migratory insertion mechanistic step. Chapters 4 and 5 illustrate the development and application of single-flask / serial reactions involving the [5+2] cycloaddition, making use of the catalysts and insights from Chapters 2 and 3. In Chapter 4, an intermolecular [5+2] cycloaddition of enynones and VCPs, followed by a Nazarov cyclization, is envisioned for strategically novel and rapid access to the bicyclo[5.3.0]decane skeleton from readily available components. Chapter 5 describes the evolution of a project that, guided by the principles of function-oriented synthesis to access the minimally necessary chemical space for function via the fewest synthetic steps, uses serial [5+2]/[4+2] cycloadditions to assemble novel, potent inhibitors of protein kinase C (PKC). Lastly, Chapter 6 describes a total synthesis of penifulvin A, a sesquiterpenoid metabolite reported as the first example of a naturally occurring dioxa[5,5,5,6]fenestrane. The synthetic strategy features the use of an arene-alkene meta photocycloaddition as the key complexity-generating reaction.

Studies on the Transition Metal-catalyzed [5+2] Cycloaddition of Vinylcyclopropanes

Studies on the Transition Metal-catalyzed [5+2] Cycloaddition of Vinylcyclopropanes PDF Author: Alaric J. Dyckman
Publisher:
ISBN:
Category :
Languages : en
Pages : 728

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Advances in Cycloaddition

Advances in Cycloaddition PDF Author: Michael Harmata
Publisher: Elsevier
ISBN: 0080546390
Category : Science
Languages : en
Pages : 260

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Book Description
This volume presents work from six different groups working on various aspects of cycloaddition chemistry. José Mascareñas gives us a very interesting account of the chemistry of &Bgr;-alkoxy-&ggr;-pyrones and related species. Al Padwa and Chris Staub discuss further advances in rhodium carbenoid chemistry and the unusual cycloaddition processes possible with these intermediates. Higher order cycloadditions mediated by transition metals highlight Jim Rigby's update on his group's efforts in this area. Lily Lee and John Snyder present us with a detailed account of the indole ring as a dienophile, challenging us to consider the untapped potential in this area. Brian Keay and Ian Hunt discuss the intramolecular Diels-Alder reactions of furan; a report that is both top-notch science, and what could be a great learning tool for students who need to see how fundamental chemical principles can and should be applied to synthetic problems. Finally, Kay Brummond introduces us to a new version of the Pauson-Khand reactions, one that will no doubt be further exploited in productive ways by her group well into the future.

Methods and Applications of Cycloaddition Reactions in Organic Syntheses

Methods and Applications of Cycloaddition Reactions in Organic Syntheses PDF Author: Nagatoshi Nishiwaki
Publisher: John Wiley & Sons
ISBN: 1118778200
Category : Science
Languages : en
Pages : 996

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Book Description
Advanced tools for developing new functional materials and applications in chemical research, pharmaceuticals, and materials science Cycloadditions are among the most useful tools for organic chemists, enabling them to build carbocyclic and heterocyclic structures. These structures can then be used to develop a broad range of functional materials, including pharmaceuticals, agrochemicals, dyes, and optics. With contributions from an international team of leading experts and pioneers in cycloaddition chemistry, this book brings together and reviews recent advances, trends, and emerging research in the field. Methods and Applications of Cycloaddition Reactions in Organic Syntheses focuses on two component cycloadditions, with chapters covering such topics as: N1 unit transfer reaction to C–C double bonds [3+2] Cycloaddition of α, β-unsaturated metal-carbene complexes Formal [3+3] cycloaddition approach to natural product synthesis Development of new methods for the construction of heterocycles based on cycloaddition reaction of 1,3-dipoles Cycloreversion approach for preparation of large π-conjugated compounds Transition metal-catalyzed or mediated [5+1] cycloadditions Readers will learn methods for seamlessly executing important reactions such as Diels-Alder and stereoselective dipolar reactions in order to fabricate heterocyclic compounds, natural products, and functional molecules. The book not only features cutting-edge topics, but also important background information, such as the contributors’ process for developing new methodologies, to help novices become fully adept in the field. References at the end of each chapter lead to original research papers and reviews for facilitating further investigation of individual topics. Covering the state of the science and technology, Methods and Applications of Cycloaddition Reactions in Organic Syntheses enables synthetic organic chemists to advance their research and develop new functional materials and applications in chemical research, pharmaceuticals, and materials science.

Addition Reactions with Unsaturated Hydrocarbons

Addition Reactions with Unsaturated Hydrocarbons PDF Author: Ruimao Hua
Publisher: John Wiley & Sons
ISBN: 352780482X
Category : Science
Languages : en
Pages : 452

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Book Description
Addition Reactions with Unsaturated Hydrocarbons Provides comprehensive coverage of the atom-economic approach to functionalized molecules using unsaturated hydrocarbons as starting materials Unsaturated hydrocarbons have emerged as an important class of fundamental starting materials in organic synthesis. Synthetic methodologies incorporating unsaturated hydrocarbons continue to expand due to their numerous applications in the synthesis of a vast array of chemicals. Addition Reactions with Unsaturated Hydrocarbons presents an up-to-date overview of modern methods that utilize reactions of unsaturated hydrocarbons as building blocks of organic synthesis, covering the conceptual and practical knowledge required for designing atom-efficient reactions to synthesize functionalized molecules. This authoritative volume discusses homo-dimerization and cross-dimerization of alkynes and/or alkenes, synthesis of carbonyl compounds from the hydration of alkynes, cycloadditions of alkynes and alkenes for the synthesis of carbocycles and heterocycles, double functionalization of alkynes and alkenes by addition reactions of element-element bonds, and more. Summarizes the most recent developments in the reactions of unsaturated hydrocarbons Features more than 600 schemes describing typical reactions starting from unsaturated hydrocarbons Covers topics such as alkynylated reactions, addition and cycloaddition reactions of alkynes and alkenes, and carbonylation of alkynes and alkenes with carbon monoxide Includes examples of synthesis procedures of natural products involving alkyne transformation With comprehensive coverage of important reactions of unsaturated hydrocarbons, Addition Reactions with Unsaturated Hydrocarbons is a valuable resource for organic chemists, pharmaceutical chemists, and biochemists in both academia and industry as well as an excellent reference text for graduate students in relevant areas of chemistry.

Modern Applications of Cycloaddition Chemistry

Modern Applications of Cycloaddition Chemistry PDF Author: Paolo Quadrelli
Publisher: Elsevier
ISBN: 0128152745
Category : Science
Languages : en
Pages : 354

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Book Description
Modern Applications of Cycloaddition Chemistry examines this area of organic chemistry, with special attention paid to cycloadditions in synthetic and mechanistic applications in modern organic chemistry. While many books dedicated to cycloaddition reactions deal with the synthesis of heterocycles, general applications, specific applications in natural product synthesis, and the use of a class of organic compounds, this work sheds new light on pericyclic reactions by demonstrating how these valuable tools elegantly solve synthetic and mechanistic problems. The work examines how pericyclic reactions have been extensively applied to different chemistry areas, such as chemical biology, biological processes, catalyzed cycloaddition reactions, and more. This work will be useful for organic chemists who deal with organic chemistry, medicinal chemistry, agrochemistry and material chemistry. - Provides details on the synthesis of antiviral and anticancer compounds, marking the key role of unconventional catalyzed cycloaddition reactions for preparing new derivatives in a unique reaction pathway that is scalable in industrial processes - Contains the most up-to-date review of the use of pericyclic reactions in drug delivery - Includes the enzyme-catalyzed processes involving cycloaddition reactions for different targets, demonstrating that cycloaddition is more common in nature than expected - Features new applications for cycloadditions in material chemistry and provides a general view of the most recent results in the area

Synthetic Applications of 1,3-Dipolar Cycloaddition Chemistry Toward Heterocycles and Natural Products, Volume 59

Synthetic Applications of 1,3-Dipolar Cycloaddition Chemistry Toward Heterocycles and Natural Products, Volume 59 PDF Author: Albert Padwa
Publisher: John Wiley & Sons
ISBN: 0471461369
Category : Science
Languages : en
Pages : 952

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Book Description
Dipolar cycloaddition reactions have found many useful applications in chemistry, particularly with respect to the synthesis of compounds with new chiral centers. Synthetic Applications of 1,3-Dipolar Cycloaddition Chemistry Toward Heterocycles and Natural Products updates the popular 1984 edition, featuring the advances made over the past twenty years and focusing on synthetic applications.