The Pauson-Khand reaction [[electronic resource] ] : scope, variations, and applications / / edited by Ramon Rios Torres

• Pubblicazione: Chichester, West Sussex, : Wiley, 2012
• Descrizione fisica: 1 online resource (331 p.)
• Disciplina: 547/.412
• Soggetto topico: Pauson-Khand reaction; Ring formation (Chemistry)
• Classificazione: SCI013050
• Altri autori: Ríos TorresRamón
• Note generali: Description based upon print version of record.
• Nota di bibliografia: Includes bibliographical references and index.
• Nota di contenuto: The Pauson-Khand Reaction; Contents; List of Contributors; Foreword; Preface; 1. The Pauson-Khand Reaction - an Introduction; 1.1 The Discovery and Early Evolution of the Khand Reaction; 1.2 The Intermolecular Pauson-Khand Reaction; 1.2.1 Regioselectivity of Alkyne Insertion; 1.2.2 Regioselectivity of Alkene Insertion; 1.3 The Intramolecular Pauson-Khand Reaction; 1.4 Enhancing the Pauson-Khand Annulation by Reaction Promotion; 1.4.1 Dry State Adsorption; 1.4.2 Ultrasound Techniques; 1.4.3 Microwave Promotion; 1.4.4 Amine N-Oxide Additives; 1.4.5 Sulfide Promoters ; 1.5 Catalytic Pauson-Khand Protocols1.6 Concluding Remarks; Acknowledgements; References; 2. The Mechanism of the Pauson-Khand Reaction: Hypothesis, Experimental Facts, and Theoretical Investigations; 2.1 Introduction; 2.2 Stoichiometric Pauson-Khand Reaction; 2.2.1 The Ligand Substitution Steps; 2.2.2 Cobaltacycle Formation; 2.2.3 CO Insertion; 2.2.4 Reductive Elimination; 2.3 Catalytic Pauson-Khand Reaction; 2.4 Theoretical Studies; 2.4.1 General Approach to the Mechanism; 2.4.2 Regioselectivity. Early Steps of the Pauson-Khand Reaction; 2.4.3 Stereoselectivity; 2.5 Conclusions; References ; 3. Non Chiral Pauson-Khand Reaction3.1 History of Co-Mediated Pauson-Khand Reaction; 3.2 Mechanism of the Pauson-Khand Reaction; 3.3 An Early Example of Catalytic Reaction; 3.4 Catalytic Reactions by Aid of Additives; 3.5 Catalytic Reaction Using in-situ Generated Low-Valent Cobalt Complex; 3.6 Catalytic Reaction Using Multinuclear Cobalt Carbonyl Catalysts; 3.7 Catalytic Reaction Using Heterogeneous Catalysts; 3.8 Catalytic Reaction in Other Than Conventional Solvents; 3.9 Intramolecular Reaction of Carbodiimides with Alkynes; References ; 4. Diastereoselective Pauson-Khand Reaction using Chiral Pool Techniques (Chiral Substrates)4.1 Introduction and Background; 4.2 Intramolecular Diastereoselective Pauson-Khand Reaction; 4.3 Intermolecular Diastereoselective Pauson-Khand Reaction; 4.4 Conclusion; References; 5. Asymmetric Intra- and Intermolecular Pauson-Khand Reactions: The Chiral Auxiliary Approach; 5.1 Introduction; 5.2 Asymmetric Intramolecular PKRs with the Aid of Chiral Auxiliaries; 5.2.1 Chiral Alkoxyacetylenes; 5.2.2 Chiral Acetylene Thioethers; 5.2.3 Chiral 2-alkynoate Derivatives; 5.2.4 Chiral O-alkyl Enol Ethers ; 5.2.5 Alkenyl sulfoxides5.2.6 Asymmetric Intramolecular PKRs Mediated by Chiral Auxiliaries Located in the Enyne Tether; 5.3 Asymmetric Intermolecular PKRs with the Aid of Chiral Auxiliaries; 5.3.1 Chiral Alkoxyacetylenes; 5.3.2 Chiral Acetylene Thioethers; 5.3.3 Alkynyl Sulfoxides; 5.3.4 Chiral Ynamines and Ynamides; 5.3.5 Chiral 2-alkynoates; 5.3.6 Alkenyl Sulfoxides; 5.4 Chiral Reagents for the Kinetic Resolution of PK Cycloadducts; 5.5 Conclusion; Acknowledgements; References; 6. The Enantioselective Pauson-Khand Reaction; 6.1 Introduction ; 6.2 Mechanistic Considerations. Topology of Alkyne-Dicobalt Clusters
• Sommario/riassunto: The Pauson-Khand reaction is an important reaction in the field of organic chemistry. It involves the transition-metal catalysed cycloaddition of an alkyne, an alkene and carbon monoxide, to produce cyclopentenones. The importance of this reaction originates from its high value in transforming simple components into the synthetically useful cyclopentenone unit, in which a high degree of molecular complexity can be achieved in a single step, with impressive stereochemical and regiochemical control. The Pauson-Khand Reaction investigates the nature and many variations of this reaction
• Titolo autorizzato: The Pauson-Khand reaction
• ISBN: 1-118-30863-8; 1-280-59141-2; 9786613621245; 1-118-30862-X; 1-119-94193-8; 1-119-94192-X
• Formato: Materiale a stampa
• Livello bibliografico: Monografia
• Lingua di pubblicazione: Inglese
• Record Nr.: 9910141292203321
• Lo trovi qui: Univ. Federico II