05167nam 2200661Ia 450 991014432660332120170816123319.01-280-51964-997866105196443-527-60511-83-527-60424-3(CKB)1000000000376393(EBL)481563(OCoLC)68620079(SSID)ssj0000206360(PQKBManifestationID)11187300(PQKBTitleCode)TC0000206360(PQKBWorkID)10227035(PQKB)11736358(MiAaPQ)EBC481563(PPN)159212669(EXLCZ)99100000000037639320040624d2005 uy 0engur|n|---|||||txtccrMulticomponent reactions[electronic resource] /edited by Jieping Zhu, Hugues BienayméWeinheim ;[Great Britain] Wiley-VCHc20051 online resource (486 p.)Description based upon print version of record.3-527-30806-7 Includes bibliographical references and index.Multicomponent Reactions; Contents; Preface; Contributors; 1 Asymmetric Isocyanide-based MCRs; 1.1 Introduction; 1.2 Racemization Issues; 1.3 Asymmetric Passerini Reactions; 1.3.1 Classical Passerini Reactions; 1.3.2 Passerini-type Reactions; 1.4 Asymmetric Intermolecular Ugi Reactions; 1.4.1 General Remarks; 1.4.2 Chiral Amines; 1.4.2.1 α-Methylbenzylamines; 1.4.2.2 Ferrocenylamines; 1.4.2.3 Glycosylamines; 1.4.2.4 Esters of α-amino Acids; 1.4.3 Chiral Isocyanides, Carboxylic Acids and Carbonyl Compounds; 1.4.4 Chiral Cyclic Imines; 1.5 Asymmetric Intramolecular Ugi Reactions1.5.1 With α-Amino Acids1.5.2 With Other Amino Acids; 1.5.3 With Keto Acids; 1.6 Other Asymmetric Isonitrile-based Multicomponent Reactions; 1.6.1 Tandem Ugi or Passerini Reaction/Intramolecular Diels-Alder (IMDA) Cyclizations; 1.6.2 Other Asymmetric Isonitrile-based Multicomponent Reactions; References; 2 Post-condensation Modifications of the Passerini and Ugi Reactions; 2.1 Convertible Isocyanides; 2.2 I-MCR Post-condensation Reactions in Synthesis of Open-chain Products; 2.2.1 Passerini 3CR + O-Deacylation; 2.2.2 Passerini-3CR + N-Deprotection + O N Acyl Migration2.2.3 Ugi-4CR + Oxidation2.2.4 Ugi-4CR + Hydrolysis; 2.2.5 Ugi-4CR in Peptide Synthesis; 2.3 I-MCR Post-condensation Reactions in the Synthesis of Heterocycles; 2.3.1 Three-, Four-, and Five-membered Rings and their Benzo-fused Derivatives; 2.3.1.1 Oxiranes and β-Lactams by Passerini-3CR + O- or N-alkylation; 2.3.1.2 β-Lactams and Succinimides by Ugi-4CR + C-Alkylation; 2.3.1.3 Furans, Pyrroles, and Indoles by Passerini-3CR or Ugi-4CR and Knoevenagel Condensation; 2.3.1.4 Butenolides by Passerini-3CR and the Horner-Emmons-Wadsworth Reaction2.3.1.5 Pyrroles and γ-Lactams by Ugi-4CR and Hydrolysis2.3.1.6 Indazolinones by Ugi-4CR with N-deprotection and Aromatic Nucleophilic Substitution; 2.3.1.7 Oxazole Derivatives and Imidazoles by Passerini-3CR or Ugi-4CR and Davidson Cyclization; 2.3.1.8 2-Imidazolines, Imidazolidin-2-ones and Benzimidazoles by Ugi-4CR with N-Deprotection and Cyclization; 2.3.1.9 Spiroimidazolones and Spirothioimidohydantoins by Ugi-4CR and Further Transformations; 2.3.2 Six-membered Rings and Their Benzo-fused Systems; 2.3.2.1 Pyridine Derivatives by Ugi-4CR and Aldol-type Condensation2.3.2.2 Pyridazine Derivatives by Ugi-4CR and Knoevenagel Condensation2.3.2.3 Phthalazine Derivatives by Ugi-4CR with N-Deprotection and Cyclization; 2.3.2.4 Piperazines and Pyrazin-2-ones by Ugi-4CR and Cyclization; 2.3.2.5 Ketopiperazines, 2,5-Diketopiperazines and Quinoxalines by Ugi-4CR with N-Deprotection and Intramolecular Amide Bond Formation; 2.3.2.6 2,5-Diketopiperazines and Morpholines from Bifunctional Ugi-4CR Reagents; 2.3.3 Seven-membered Rings and Their Benzo-fused Systems; 2.3.3.1 Azepines by Ugi-4CR and Ring-closing Metathesis2.3.3.2 1,4-Benzodiazepine-5-ones by Ugi-4CR with N-Deprotection and Aromatic Nucleophilic SubstitutionIn the very first book on this hot topic, the expert editors and authors present a comprehensive overview of these elegant reactions. From the contents:Organoboron compoundsFree-radical mediated multicomponent coupling reactionsApplications in drug discoveryMetal catalyzed reactionsTotal synthesis of natural productsAsymmetric isocyanide-based reactionsThe Biginelli reactionAsymmetric isocyanide-based reactionsThe Domino-Knoevenagel-Hetero-Diels-Alder ReCatalysisChemical reactionsChemistry, OrganicCatalysis.Chemical reactions.Chemistry, Organic.547.235.51bclBienaymé Hugues935707Zhu Jieping935708MiAaPQMiAaPQMiAaPQBOOK9910144326603321Multicomponent reactions2107744UNINA