05443nam 2200697Ia 450 991082700460332120240516133432.01-118-30863-81-280-59141-297866136212451-118-30862-X1-119-94193-81-119-94192-X(CKB)2670000000168505(EBL)871513(OCoLC)774982574(SSID)ssj0000639583(PQKBManifestationID)11941617(PQKBTitleCode)TC0000639583(PQKBWorkID)10605179(PQKB)11264048(MiAaPQ)EBC871513(DLC) 2012004710(Au-PeEL)EBL871513(CaPaEBR)ebr10560619(CaONFJC)MIL362124(EXLCZ)99267000000016850520120119d2012 uy 0engur|n|---|||||txtccrThe Pauson-Khand reaction[electronic resource] scope, variations, and applications /edited by Ramon Rios Torres1st ed.Chichester, West Sussex Wiley20121 online resource (331 p.)Description based upon print version of record.0-470-97076-6 Includes bibliographical references and index.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 Promoters1.5 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; References3. 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; References4. 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 Ethers5.2.5 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 Introduction6.2 Mechanistic Considerations. Topology of Alkyne-Dicobalt ClustersThe 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 reactionPauson-Khand reactionRing formation (Chemistry)Pauson-Khand reaction.Ring formation (Chemistry)547/.412SCI013050bisacshRíos Torres Ramón863527MiAaPQMiAaPQMiAaPQBOOK9910827004603321The Pauson-Khand reaction4053355UNINA