Handbook of Metathesis

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

Robert H. Grubbs received his Ph.D. from Columbia University for work with Ron Breslow. After a postdoctoral year with Jim Collman at Stanford University, he joined the faculty at Michigan State University. In 1978, he moved to the California Institute of Technology, where he is now the Victor and Elizabeth Atkins Professor of Chemistry. Among many other awards he received the Nobel Prize in 2005 for his research on the metathesis reaction. His research interests include polymer chemistry, organometallic catalysis, and development of new synthetic organic methodology.Daniel J. O?Leary received his PhD at UCLA in the group of Prof. Frank A. L. Anet. Following an NSF postdoctoral fellowship with Prof. Yoshito Kishi at Harvard University, he became Assistant Professor at Pomona College, where he is presently the Carnegie Professor of Chemistry. His research interests are in the area of organic synthesis, isotope effects, and nuclear magnetic resonance.