Modern Rhodium-Catalyzed Organic Reactions

Author: P. Andrew Evans

Publisher: John Wiley & Sons

ISBN: 352760409X

Category: Science

Page: 496

View: 6116

Rhodium has proven to be an extremely useful metal due to its ability to catalyze an array of synthetic transformations, with quite often-unique selectivity. Hydrogenation, C-H activation, allylic substitution, and numerous other reactions are catalyzed by this metal, which presumably accounts for the dramatic increase in the number of articles that have recently emerged on the topic. P. Andrew Evans, the editor of this much-needed book, has assembled an internationally renowned team to present the first comprehensive coverage of this important area. The book features contributions from leaders in the field of rhodium-catalyzed reactions, and thereby provides a detailed account of the most current developments, including: Rhodium-Catalyzed Asymmetric Hydrogenation (Zhang) Rhodium-Catalyzed Hydroborations and Related Reactions (Brown) Rhodium-Catalyzed Asymmetric Addition of Organometallic Reagents to Electron Deficient Olefins (Hayashi) Recent Advances in Rhodium(I)-Catalyzed Asymmetric Olefin Isomerization and Hydroacylation Reactions (Fu) Stereoselective Rhodium(I)-Catalyzed Hydroformylation and Silylformylation Reactions and Their Application to Organic Synthesis (Leighton) Carbon-Carbon Bond-Forming Reactions Starting from Rh-H or Rh-Si Species (Matsuda) Rhodium(I)-Catalyzed Cycloisomerization and Cyclotrimerization Reactions (Ojima) The Rhodium(I)-Catalyzed Alder-ene Reaction (Brummond) Rhodium-Catalyzed Nucleophilic Ring Cleaving Reactions of Allylic Ethers and Amines (Fagnou) Rhodium(I)-Catalyzed Allylic Substitution Reactions and their Applications to Target Directed Synthesis (Evans) Rhodium(I)-Catalyzed [2+2+1] and [4+1] Carbocyclization Reactions (Jeong) Rhodium(I)-Catalyzed [4+2] and [4+2+2] Carbocyclizations (Robinson) Rhodium(I)-Catalyzed [5+2], [6+2], and [5+2+1] Cycloadditions: New Reactions for Organic Synthesis (Wender) Rhodium(II)-Stabilized Carbenoids Containing both Donor and Acceptor Substituents (Davies) Chiral Dirhodium(II)Carboxamidates for Asymmetric Cyclopropanation and Carbon-Hydrogen Insertion Reactions (Doyle) Cyclopentane Construction by Rhodium(II)-Mediated Intramolecular C-H Insertion (Taber) Rhodium(II)-Catalyzed Oxidative Amination (DuBois) Rearrangement Processes of Oxonium and Ammonium Ylides Formed by Rhodium(II)-Catalyzed Carbene-Transfer (West) Rhodium(II)-Catalyzed 1,3-Dipolar Cycloaddition Reactions (Austin) "Modern Rhodium-Catalyzed Organic Reactions" is an essential reference text for researchers at all levels in the general area of organic chemistry. This book provides an invaluable overview of the most significant developments in this important area of research, and will no doubt be an essential text for researchers at academic institutions and professionals at pharmaceutical/agrochemical companies.

Rhodium Catalysis in Organic Synthesis

Methods and Reactions

Author: Ken Tanaka

Publisher: John Wiley & Sons

ISBN: 3527811893

Category: Science

Page: 254

View: 4913

An essential reference to the highly effective reactions applied to modern organic synthesis Rhodium complexes are one of the most important transition metals for organic synthesis due to their ability to catalyze a variety of useful transformations. Rhodium Catalysis in Organic Synthesis: Methods and Reactions explores the most recent progress and new developments particularly in the field of catalytic cyclization reactions using rhodium(I) complexes and catalytic carbon-hydrogen bond activation reactions using rhodium(II) and rhodium(III) complexes. Edited by a noted expert in the field with contributions from a panel of leading international scientists, Rhodium Catalysis in Organic Synthesis: Methods and Reactions presents the essential information in one comprehensive volume. Designed to be an accessible resource, the book is arranged by different reaction types. All the chapters provide insight into each transformation and include information on the history, selectivity, scope, mechanism, and application. In addition, the chapters offer a summary and outlook of each transformation. This important resource: Offers a comprehensive review of how rhodium complexes catalyze a variety of highly useful reactions for organic synthesis (e.g. coupling reactions, CH-bond functionalization, hydroformylation, cyclization reactions and others) Includes information on the most recent developments that contain a range of new, efficient, elegant, reliable and useful reactions Presents a volume edited by one of the international leading scientists working in the field today Contains the information that can be applied by researchers in academia and also professionals in pharmaceutical, agrochemical and fine chemical companies Written for academics and synthetic chemists working with organometallics, Rhodium Catalysis in Organic Synthesis: Methods and Reactions contains the most recent information available on the developments and applications in the field of catalytic cyclization reactions using rhodium complexes.

Stereoselective Multiple Bond-Forming Transformations in Organic Synthesis

Author: Jean Rodriguez,Damien Bonne

Publisher: John Wiley & Sons

ISBN: 1119006422

Category: Science

Page: 480

View: 8470

Combining the important research topic of multiple bond-formingtransformations with green chemistry, this book helps chemistsidentify recent sustainable stereoselective syntheticsequences. • Combines the important research topic ofmultiple bond-forming transformations with green chemistry andsustainable development • Offers a valuable resource for preparingcompounds with multiple stereogenic centers, an important field forsynthetic chemists • Organizes chapters by molecular structureof final products, making for a handbook-style resource • Discusses applications of the synthesisof natural products and of drug intermediates • Brings together otherwise-scatteredinformation about a number of key, efficient chemical reactions

Catalytic Asymmetric Conjugate Reactions

Author: Armando Cordova

Publisher: John Wiley & Sons

ISBN: 9783527632091

Category: Science

Page: 464

View: 9452

This unique and long-awaited handbook on this important topic in the hot field of stereoselective organic synthesis covers several types of nucleophiles. Top international authors deal with modern forms of achieving stereoselective conjugate additions based on the use of chiral auxiliaries or asymmetric catalysis, such as P-N ligands, organocatalysis, domino reactions, Lewis acid and base catalysis. There is also a discussion of the employment of enantioselective conjugate addition transformations in total synthesis of important molecules. With its reliable and previously unpublished experimental procedures, this is a true source of high quality information.

Science of Synthesis: Houben-Weyl Methods of Molecular Transformations Vol. 40a

Amines and Ammonium Salts

Author: N.A

Publisher: Georg Thieme Verlag

ISBN: 3131783613

Category: Science

Page: 844

View: 5730

Science of Synthesis provides a critical review of the synthetic methodology developed from the early 1800s to date for the entire field of organic and organometallic chemistry. As the only resource providing full-text descriptions of organic transformations and synthetic methods as well as experimental procedures, Science of Synthesis is therefore a unique chemical information tool. Over 1000 world-renowned experts have chosen the most important molecular transformations for a class of organic compounds and elaborated on their scope and limitations. The systematic, logical and consistent organization of the synthetic methods for each functional group enables users to quickly find out which methods are useful for a particular synthesis and which are not. Effective and practical experimental procedures can be implemented quickly and easily in the lab.// The content of this e-book was originally published in November 2008.

Rhodium-catalyzed C-H amination

mechanistic insights and application to new reaction development

Author: Kristin Williams Fiori,Stanford University,Stanford University. Dept. of Chemistry

Publisher: ProQuest



Page: 383

View: 9078

These valuable insights enabled the development of two robust and important new methods. First, a method was developed to selectively aminate alpha-ethereal C-H bonds, forming N,O-acetals that can be coupled to a variety of nucleophiles. Second, an intermolecular version of the sulfamate insertion reaction was developed to provide access to benzylic amines in one step. The mechanism of this intermolecular C-H amination reaction was investigated and as with the intermolecular reaction, a nitrenoid species was implicated as the active oxidant. Analytical work also uncovered a competing radical-based pathway that leads to catalyst decomposition and undesired side products. It is anticipated that further improvements in catalyst design, coupled with these new mechanistic insights, will enable the continued development of highly efficient and robust C-H oxidation processes.

The development of a method for rhodium-catalyzed olefin aziridination and its application to synthesis of the welwitindolinones

Author: Kiran Guthikonda,Stanford University,Stanford University. Dept. of Chemistry

Publisher: ProQuest



Page: 297

View: 4618

The development of a method for the aziridination of alkenes with Rh(II) dimer catalysts is described. Olefin aziridination is a powerful means of introducing amine functionality into organic substrates, but has only recently found use in organic synthesis. The method described enables the efficient catalytic synthesis of a variety of aziridine products using a novel nitrogen source, 2,2,2-trichloroethylsulfamate (TcesNH2). The utility of these products is displayed through ring-opening reactions of bicyclic aziridines and trichloroethoxysulfonyl (Tces)-protected aziridines. A new application of oxidative aziridine ring opening with Me2SO generates protected alpha-amino ketone products from Tces-aziridines.

Comprehensive Organometallic Chemistry III

From Fundamentals to Applications

Author: D. M. P. Mingos,Gerard Parkin

Publisher: Pergamon

ISBN: 9780080445908

Category: Science

Page: 9000

View: 7267

Comprehensive Organometallic Chemistry, 3rd Edition (COMC-III), is aimed at the specialist and non-specialist alike. It covers the major developments in the field in a carefully presented way with extensive cross-references. COMC-III provides a clear and comprehensive overview of developments since 1993 and attempts to predict trends in the field over the next ten years. Applications of organometallic chemistry continue to expand and this has been reflected by the significant increase in the number of volumes devoted to applications in COMC-III. Organic chemists have edited the volumes on organometallic chemistry towards organic synthesis - this is now organized by reaction type so as to be readily accessible to the organic community. Like its predecessors, COMC (1982) and COMC-II (1995), this new work is the essential reference text for any chemist or technologist who needs to use or apply organometallic compounds. Also available online via ScienceDirect (2006) - featuring extensive browsing, searching, and internal cross-referencing between articles in the work, plus dynamic linking to journal articles and abstract databases, making navigation flexible and easy. For more information, pricing options and availability visit * Presents a comprehensive overview of the major developments in the field since 1993 providing general and significant insights. * Highlights the expansion of applications in organometallic chemistry with a strong organic synthesis focus. * Provides a structured first point of entry to the key literature and background material for those planning research, teaching and writing about the area.

Handbook of Reagents for Organic Synthesis, Catalyst Components for Coupling Reactions

Author: Gary A. Molander

Publisher: John Wiley & Sons Incorporated


Category: Science

Page: 690

View: 5924

The long awaited Handbook for all synthetic chemists working on coupling reactions, compiling all major catalyst components in use in the area. Consists of a compilation of articles taken from the EROS database, with the inclusion of about 20 newly commissioned catalysts/pre-catalysts/ligands that have made an impact in this area of synthetic organic chemistry. Includes catalyst systems used in Heck, Kumada-Tamao-Corriu, Suzuki-Miyaura, Hiyama-Hatanaka, Negishi, Migita-Kosugi-Stille, Buchwald-Hartwig, and Tsuji-Trost coupling reactions.

Handbook of Reagents for Organic Synthesis, Chiral Reagents for Asymmetric Synthesis

Author: Leo A. Paquette

Publisher: Wiley

ISBN: 9780470856253

Category: Science

Page: 582

View: 3580

Derived from the renowned, Encyclopedia of Reagents for Organic Synthesis (EROS), the related editors have created a new handbook which focuses on chiral reagents used in asymmetric synthesis and is designed for the chemist at the bench. This new handbook follows the same format as the Encyclopedia, including an introduction and an alphabetical arrangement of the reagents. As chiral reagents are the key for the successful asymmetric synthesis, choosing the right reagents is essential, in this handy reference the editors give details on how to prepare, store and use the reagents as well as providing key reactions to demonstrate where reagents have been successfully used. Comprehensive information on 226 reagents Covers 64 reagents which were not included in EROS All information in one easy to use volume – at an affordable price All reagents included will be added to e-EROS – please visit the site where you can gain access to over 50,000 reactions and 3,800 of the most frequently consulted reagents. Visit:

Catalysis from A to Z. Volume 1-3

A Concise Encyclopedia

Author: Boy Cornils,Wolfgang A. Herrmann,Martin Muhler,Chi-Huey Wong

Publisher: N.A

ISBN: 9783527314386

Category: Reference

Page: 1544

View: 1381


Phosphorus Ligands in Asymmetric Catalysis

Synthesis and Applications

Author: Armin Börner

Publisher: Wiley-VCH

ISBN: 9783527317462

Category: Science

Page: 1546

View: 4090

With its list of contributors reading like a who's who, this is the ultimate standard reference on phosphorus in catalysis. Clearly divided into substance classes and spanning three volumes, it provides readers with an excellent introduction to the multitude of applications, backed by examples of optimal solutions. A definite must-have for all chemists working in synthetic chemistry, ranging from natural product synthesis to the production of pharmaceuticals.

Boronic Acids

Preparation, Applications in Organic Synthesis and Medicine

Author: Dennis G. Hall

Publisher: Wiley-VCH

ISBN: 9783527309917

Category: Science

Page: 571

View: 3555

For the first time, the whole field of organoboronic acids is presented in one comprehensive handbook. Professor Dennis Hall, a rising star within the community, covers all aspects of this important substance class, including applications in chemistry, biology and medicine. Starting with an introduction to the structure, properties, and preparation of boronic acid derivatives, together with an overview of their reactions and applications, the book goes on to look at metal-catalyzed borylation of alkanes and arenas, coupling reactions and rhodium-catalyzed additions of boronic acids to alkenes and carbonyl compounds. There follows chapters on copper-promoted C-O and C-N cross-coupling of boronic acids, recent applications in organic synthesis, as well as alpha-haloalkylboronic esters in asymmetric synthesis. Later sections deal with cycloadditions, organoboronic acids, oxazaborolidines as asymmetric inducers, and boronic acid based receptors and sensors. The whole is rounded off with experimental procedures, making this invaluable reading for organic, catalytic and medicinal chemists, as well as those working in organometallics.