Ruthenium (II) - Catalysed Enyne Carbocyclization Reactions PDF Download
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Author: Rui Liu
Publisher:
ISBN:
Category :
Languages : en
Pages : 0
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Book Description
This dissertation focuses on cyclization reactions of 1,6-enynes involving ruthenium catalysts. Three different types of cyclization were developed from readily available precursors, such as 1,6-enynes and alkynes. In one application, a novel ruthenium-catalyzed hydroalkynylative cyclization of 1,6-enynes using terminal alkynes as co-reactants was explored. This reaction provides and entry to five-membered rings featuring an exocyclic 1,5-enyne motif. A neutral electron-rich ruthenium complex Cp*Ru(cod)Cl proved to be the catalyst of choice for these transformations. In another application, using the same complex, the ruthenium-catalyzed [2+2+2] cycloaddition of 1,6-enynes and alkynes was developed. Both internal and terminal alkynes were suitable substrates to access bicyclohexadienes with high yields in a single step. An intriguing ruthenium-catalyzed bicycloannulation of nitrogen-tethered 1,6-enynes has also been developed. For these cyclizations, only the electrophilic and alkynophilic ruthenium complex [RuCl2(CO)3]2 was able to perform the reaction. The exclusive formation of 3-azabicylo[4.1.0]hept-1-enes was observed with 1,6-enynes featuring an internal alkyne unit. These cyclization reactions fulfil the atom-economical reactions principle and are discussed on the basis of their mechanisms of formation.
Author: Rui Liu
Publisher:
ISBN:
Category :
Languages : en
Pages : 0
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Book Description
This dissertation focuses on cyclization reactions of 1,6-enynes involving ruthenium catalysts. Three different types of cyclization were developed from readily available precursors, such as 1,6-enynes and alkynes. In one application, a novel ruthenium-catalyzed hydroalkynylative cyclization of 1,6-enynes using terminal alkynes as co-reactants was explored. This reaction provides and entry to five-membered rings featuring an exocyclic 1,5-enyne motif. A neutral electron-rich ruthenium complex Cp*Ru(cod)Cl proved to be the catalyst of choice for these transformations. In another application, using the same complex, the ruthenium-catalyzed [2+2+2] cycloaddition of 1,6-enynes and alkynes was developed. Both internal and terminal alkynes were suitable substrates to access bicyclohexadienes with high yields in a single step. An intriguing ruthenium-catalyzed bicycloannulation of nitrogen-tethered 1,6-enynes has also been developed. For these cyclizations, only the electrophilic and alkynophilic ruthenium complex [RuCl2(CO)3]2 was able to perform the reaction. The exclusive formation of 3-azabicylo[4.1.0]hept-1-enes was observed with 1,6-enynes featuring an internal alkyne unit. These cyclization reactions fulfil the atom-economical reactions principle and are discussed on the basis of their mechanisms of formation.
Author: Shun-Ichi Murahashi
Publisher: John Wiley & Sons
ISBN: 3527605797
Category : Science
Languages : en
Pages : 398
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Book Description
In this comprehensive book, one of the leading experts, Shun-Ichi Murahashi, presents all the important facets of modern synthetic chemistry using Ruthenium, ranging from hydrogenation to metathesis. In 14 contributions, written by an international authorship, readers will find all the information they need about this fascinating and extraordinary chemistry. The result is a high quality information source and a indispensable reading for everyone working in organometallic chemistry. From the contents: Introduction (S.-I. Murahashi) Hydrogenation and Transfer Hydrogenation (M. Kitamura and R. Noyori) Oxidations (S.-I. Murahashi and N. Komiya) Carbon-Carbon Bond Formations via Ruthenacycle Intermediates (K. Itoh) Carbon-Carbon Bond Formation via pi-Allylruthenium Intermediates (T. Mitsudo) Olefin Metathesis (R. H. Grubbs) Cyclopropanation (H. Nishiyama) Nucleophilic Addition to Alkynes and Reactions via Vinylidene Intermediates (P. Dixneuf) Reactions via C-H Activation (N. Chatani) Lewis Acid Reactions (E. P. Kundig) Reactions with CO and CO2 (T. Mitsudo) Isomerization of Organic Substrates Catalyzed by Ruthenium Complexes (H. Suzuki) Radical Reactions (H. Nagashima) Bond Cleavage Reactions (S. Komiya)
Author: Eric Christian Hansen
Publisher:
ISBN:
Category :
Languages : en
Pages : 380
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Book Description
Author: Christian Bruneau
Publisher: Springer Science & Business Media
ISBN: 9783540205432
Category : Science
Languages : en
Pages : 368
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Book Description
With contributions by numerous experts
Author: Christian Bruneau
Publisher: John Wiley & Sons
ISBN: 9783527318926
Category : Science
Languages : en
Pages : 360
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Book Description
Focusing on preparation and applications in synthesis and catalysis, this book finally closes a gap in the literature by summarizing this hot topic for the first time. As such, it gathers in one volume the key features of metal vinylidene and allenylidene complexes as well as reactive species and covers applications in metathesis, polymerization, molecular materials, carbon rich compounds and fine chemical production. The emphasis here is on the selective transformations of alkynes and enynes plus simple and complex molecules containing a triple C-C bond. The result is a must-have ready reference for organic, catalytic, complex, theoretical and polymer chemists, as well as those working with/on organometallics.
Author: Michael Sunderman
Publisher:
ISBN:
Category :
Languages : en
Pages : 630
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Book Description
Author: P. Andrew Evans
Publisher: John Wiley & Sons
ISBN: 352760409X
Category : Science
Languages : en
Pages : 496
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Book Description
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.
Author: Bruce H. Lipshutz
Publisher: John Wiley & Sons
ISBN: 1118651448
Category : Science
Languages : en
Pages : 528
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Book Description
Provides detailed procedures and useful hints on organometallic reactions of Cu, Rh, Ni, and Au With contributions from leading organic chemists who specialize in the use of organometallics in organic synthesis, this acclaimed Manual offers an especially valuable resource for all synthetic chemists, providing a practical reference for conducting transition metal mediated synthetic reactions. This Fourth Manual is divided into four chapters: Chapter I: Organocopper Chemistry Chapter II: Organorhodium Chemistry Chapter III: Organonickel Chemistry Chapter IV: Organogold Chemistry Each of these newly written chapters features detailed, practical examples from the literature that guide readers through the preparation of organometallic reagents and their applications in organic synthesis. Procedures are presented in the Manual's acclaimed step-by-step recipe format, enabling both novices and experienced synthetic chemists to perform all the reactions with ease. In addition, the Manual features: Extensive background information on the organometallic chemistry of Cu, Rh, Ni, and Au References to the primary literature facilitating further investigation of all the reactions covered in the Manual Mechanistic considerations to help readers better understand how the desired products are formed Future research opportunities for each organometallic class Organometallics in Synthesis provides extensive and detailed information enabling synthetic chemists to readily assess the applicability of a synthetic method to a given need, and then to perform the reaction with confidence. The Manual covers both established organometallic procedures along with the most recently published protocols. Industrial processes are increasingly relying on organometallic chemistry. In this Manual, readers will find applications to such fields as natural products total synthesis, pharmaceuticals, fine chemicals, biotechnology, agricultural science, polymers, and materials science.
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Author: University of Guelph. Department of Chemistry and Biochemistry
Publisher:
ISBN: 9780494338391
Category :
Languages : en
Pages : 143
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Book Description
Author: Navjeet Kaur
Publisher: Elsevier
ISBN: 032395653X
Category : Science
Languages : en
Pages : 566
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Book Description
8-Membered Heterocycle Synthesis focuses on both the new and established methods for the synthesis of various 8-membered heterocycles. 8-membered heterocyclic compounds act as target molecules for a wide range of synthetic studies and are present in a broad range of natural products, showing a wide variety of pharmaceutical and biological properties. Covering an important and rapidly growing branch of heterocyclic chemistry, this book brings together every protocol for the synthesis of 8-membered heterocycles in one place, allowing the reader to see all the possibilities for making a particular compound using one particular reagent. Providing up-to-date and comprehensive information about the synthesis of medium-ring heterocycles and the latest information on this fast-moving field, with easy access to the synthetic protocols for different 8-membered heterocycles, case studies, and application, this book will be essential reading for students, pharmacologists, biochemists, organic and medicinal chemists, researchers, and academic professionals. - Covers the different methodologies for the synthesis of eight-membered heterocycles - Includes summary schemes for each type of heterocycle, giving an overview of all the reactants that can be used, and the experimental conditions - Includes discussion of the applications of eight-membered heterocycles
