Beschreibung:
The second edition of the "go-to" reference in this field is completely updated and features more than 80% new content, with emphasis on new developments in the field, especially in industrial applications. No other book covers the topic in such a comprehensive manner and in such high quality. Edited by the Nobel laureate R. H. Grubbs and D. J. O¿Leary, this volume 2 of the 3-volume work focusses on applications in organic synthesis. With a list of contributors that reads like a "Who's-Who" of metathesis, this is an indispensable one-stop reference for chemists in academia and industry.
Other available volumes:
Volume 1: Catalyst Development and Mechanism, Editors: R. H. Grubbs and A. G. Wenzel
Volume 3: Polymer Synthesis, Editors: R. H. Grubbs and E. Khosravi
PrefaceGENERAL RING-CLOSING METATHESISIntroductionCarbocycles (Introduction)Synthesis of Bridged BicycloalkenesSynthesis of Heterocycles Containing Si, P, S, or BSynthesis of O-HeterocyclesSynthesis of N-HeterocyclesSynthesis of Cyclic Conjugated DienesAlkyne MetathesisEnyne MetathesisTandem ProcessesSynthesis of MacrocyclesRCM and Isomerization via Ru-HRelay RCM (RRCM)Z-Selective RCMEnantioselective RCMConclusionCROSS-METATHESISEarly Examples Using Well-Defined Molybdenum and Ruthenium CatalystsThe General Model for Selectivity in CM ReactionsDefinition of Cross-Metathesis Reaction Categories and Chapter OrganizationHydrocarbonsBoronNitrogenOxygenHalidesPhosphorusSulfurFragment Coupling ReactionsConclusionsVIGNETTE: EXTENDING THE APPLICATION OF METATHESIS IN CHEMICAL BIOLOGY - THE DEVELOPMENT OF SITE-SELECTIVE PEPTIDE AND PROTEIN MODIFICATIONSIntroductionCross-Metathesis Methodology Studies in Aqueous MediaStrategies for Allyl Chalogenide Incorporation into ProteinsOlefin Metathesis on ProteinsOutlookRUTHENIUM-CATALYZED TANDEM METATHESIS/NON-METATHESIS PROCESSESIntroductionMetathesis/IsomerizationMetathesis/HydrogenationMetathesis/OxidationMetathesis/CyclizationMetathesis/Atom-Transfer Radical AdditionMetathesis/RearrangementMetathesis/CyclopropanationMetathesis/MiscellaneousConclusionsENYNE METATHESISIntroductionEnyne MetathesisStrategic Application of Enyne Metathesis in Organic SynthesisPerspectiveALKYNE METATHESISIntroductionBackground InformationMolybdenum Alkylidyne Catalysts with Silanolate LigandsOther Catalytically Active Molybdenum Alkylidyne ComplexesNovel Tungsten Alkylidyne CatalystsBasic Types of ApplicationsSelected ApplicationsConclusionsCATALYST-CONTROLLED STEREOSELECTIVE OLEFIN METATHESISIntroductionEnantioselective Ring-Opening/Cross-Metathesis (EROCM)Enantioselective Ring-Opening/Ring-Closing Metathesis (ERORCM)Enantioselective Ring-Closing Metathesis (ERCM)Z-Selective Olefin Metathesis Reactions with Mo- andW-Based ComplexesZ-Selective Olefin Metathesis Reactions with Ru ComplexesZ-Selective Ring-OpeningMetathesis PolymerizationConclusions and OutlookTWO VIGNETTES: RCM IN NATURAL PRODUCT TOTAL SYNTHESISVignette 1: Allylsilane RCM/Electrophilic Desilylation as a Means to Access Rings with Exocyclic AlkenesVignette 2: Synthesis of Antimetastatic Agents Using Ring-Closing MetathesisMETATHESIS OF SILICON-CONTAINING OLEFINSIntroductionHomo and Cross-Metathesis versus Silylative Coupling of Vinylsilicon CompoundsHomometathesis of Allylsilanes and Their Cross-Metathesis with OlefinsSilylative Coupling versus Cross-Metathesis of Vinylsilanes in Sequential Synthesis of Functionalized AlkenesSilylative Coupling Cyclization of Silicon-Containing DienesRing-Closing Metathesis of Silicon-Containing DienesAcyclic Diene Metathesis (ADMET) versus Silylative Coupling (SC) Polycondensation of Silicon-Containing DienesRing-OpeningMetathesis Polymerization of Silyl-Substituted CycloalkenesRING-CLOSING METATHESIS IN THE LARGE-SCALE SYNTHESIS OF PHARMACEUTICALSIntroductionCiluprevir (BILN2061) and AnalogsVaniprevir (MK-7009)Simeprevir (TMC435)SB-462795Approaches to the Scale-Up of RCM ReactionsMETATHESIS STRATEGIES IN DIVERSITY-ORIENTED SYNTHESISIntroductionSynthesis of Small- to Medium-Sized Rings via Metathesis StrategiesSynthesis of Macrocycles via Metathesis StrategiesMetathesis Cascade Strategies in Diversity-Oriented SynthesisSynthesis of Small- to Medium-Sized Rings via Metathesis Cascade StrategiesSynthesis of Macrocycles via Metathesis Cascade StrategiesMetathesis Strategies in Solid-Phase Library SynthesisImmobilized Scavengers and CatalystsConclusionsOLEFIN METATHESIS: COMMERCIAL APPLICATIONS AND FUTURE OPPORTUNITIESIntroductionRuthenium Olefin Metathesis CatalystsRenewable Seed Oil FeedstocksProduction of Fatty Acids and Amino Acids from RenewablesOlefin Metathesis and Natural Materials ChemistryPha