Diese übersichtlich strukturierte Monographie stellt die Bedeutung der Metathese für die Naturstoffsynthese in den Mittelpunkt der Diskussion. Ausführliche Erläuterungen zu den verschiedenen Typen von Schlüsselreaktionen fügen sich zu einem informativen Gesamtbild zusammen. Mit ausgewählten Synthesevorschriften!

PrefaceSYNTHESIS OF NATURAL PRODUCTS CONTAINING MEDIUM-SIZE CARBOCYCLES BY RING-CLOSING ALKENE METATHESISIntroductionFormation of Five-Membered Carbocycles by RCMFormation of Six-Membered Carbocycles by RCMFormation of Seven-Membered Carbocycles by RCMFormation of Eight-Membered Carbocycles by RCMFormation of Nine-Membered Carbocycles by RCMFormation of 10-Membered Carbocycles by RCMConclusionNATURAL PRODUCTS CONTAINING MEDIUM-SIZED NITROGEN HETEROCYCLES SYNTHESIZED BY RING-CLOSING ALKENE METATHESISIntroductionFive-Membered Nitrogen HeterocyclesSix-Membered Nitrogen HeterocyclesSeven-Membered Nitrogen HeterocyclesEight-Membered Nitrogen HeterocyclesConclusionSYNTHESIS OF NATURAL PRODUCTS CONTAINING MEDIUM-SIZE OXYGEN HETEROCYCLES BY RING-CLOSING ALKENE METATHESISIntroductionGeneral RCM Approaches to Medium RingsLaurencinEunicellins/EleutherobinHeliananeOctalactin AMicrocarpalide and the HerbarumsMarine Ladder ToxinsConclusionPHOSPHOROUS AND SULFUR HETEROCYCLES VIA RING-CLOSING METATHESIS: APPLICATION IN NATURAL PRODUCT SYNTHESISIntroductionSynthesis and Reactivity of Sulfones Derived from RCMTotal Synthesis of the Originally Proposed Structure of (±)-MycothiazoleSynthesis and Reactivity of Phosphates from RCMApplications of Phosphate Tethers in the Synthesis of Dolabelide CConclusionSYNTHESIS OF NATURAL PRODUCTS CONTAINING MACROCYCLES BY ALKENE RING-CLOSING METATHESISIntroductionOrganization of the ChapterMacrocyclic PolyketidesTerpenoidsMacrocyclic LipidsMacrocyclic GlycolipidsConclusions and OutlookSYNTHESIS OF NATURAL PRODUCTS AND RELATED COMPOUNDS USING ENE-YNE METATHESISIntroductionSynthesis of Natural Products and Related Compounds Using Ene-Yne MetathesisSynthesis of Natural Products and Related Compounds Using Ene-Yne Cross-Metathesis (CM)Synthesis of Natural Products Using Skeletal ReorganizationRING-CLOSING ALKYNE METATHESIS IN NATURAL PRODUCT SYNTHESISIntroductionAlkyne MetathesisRing-Closing Alkyne MetathesisApplications of RCAM in Natural Product SynthesisConclusionsTEMPORARY SILICON-TETHERED RING-CLOSING METATHESIS REACTIONS IN NATURAL PRODUCT SYNTHESISIntroductionTemporary Silicon-Tethered Ring-Closing Metathesis ReactionsConclusions and OutlookMETATHESIS INVOLVING A RELAY AND APPLICATIONS IN NATURAL PRODUCT SYNTHESISIntroductionEarly Relay Metathesis DiscoveriesExamples of Relay Metathesis Directed at Targets Other tan Natural ProductsExamples of Relay Metathesis Motivated by Natural Product SynthesisExamples of Relay Metatheses Thwarted in Achieving the Desired OutcomeConclusionCROSS-METATHESIS IN NATURAL PRODUCT SYNTHESISIntroductionFunctionalization of OlefinsAppending a Side ChainCouplingsCascade Processes Involving CMEne-Yne CMAlkyne CMConclusion and PerspectivesCASCADE METATHESIS IN NATURAL PRODUCT SYNTHESISIntroductionRCM-CM SequencesEne-Yne-Ene RCM-RCMROM-CM SequencesRCM-ROM Sequences - Ring-Rearrangement Metathesis (RRM)RCM-ROM Sequences Combined with Other Metathesis ReactionsConclusions and OutlookCATALYTIC ENANTIOSELECTIVE OLEFIN METATHESIS AND NATURAL PRODUCT SYNTHESISIntroductionTotal Synthesis of Natural Products with Enantiomerically Pure Chiral Olefin Metathesis Catalysts Bearing a C2-Symmetric Diolate LigandEnantioselective Synthesis of Quebrachamine through an Exceptionally Challenging RCM ReactionSynthesis of Baconipyrone C by Ru-Catalyzed Enantioselective ROCMConclusions and Future OutlookMETATHESIS REACTIONS IN SOLID-PHASE ORGANIC SYNTHESISIntroductionMetathesis-Based Cyclorelease ReactionRing-Closing Metathesis (RCM)Intraresin DimerizationRestricting Peptide Conformation through CyclizationCross-Metathesis on Solid PhaseEne-Yne Metathesis on Solid PhaseConclusion