Metathesis in Natural Product Synthesis

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

Janine Cossy graduated from the University of Reims. After a postdoctoral stay with Barry Trost (1980-1982) at the University of Wisconsin, she returned to Reims where she became Director of Research of the CNRS in 1990. In the same year she moved to Paris to become Professor of Organic Chemistry at the ESPCI (Ecole Supérieure de Physique et de Chimie Industrielles de la Ville de Paris). She has published more than 330 articles and 12 patents in the field of synthetic organic chemistry and natural product synthesis. She is Associate Editor at Organic Letters since 2005.Stellios Arseniyadis completed his PhD in 2002 under the guidance of Dr. C. Mioskowski at the Université Louis Pasteur (Strasbourg, France). He then joined the Research & Innovation team at Rhodia Chirex (Boston, USA) to work on the development of palladium-catalyzed coupling reactions. In 2003, he began a postdoc with Professor A.C. Spivey at Imperial College (London, UK) and, in 2004, joined Professor K.C. Nicolaou?s group at The Scripps Research Institute (La Jolla, USA).In 2005, he was appointed a permanent CNRS researcher position in the group of Professor Cossy. His research interests include the development of new methods in the field of asymmetric catalysis and their application to the total synthesis of natural products.Christophe Meyer graduated from the Ecole Nationale Supérieure de Chimie de Paris in 1991 and received his PhD from University Pierre et Marie Curie (Paris) in 1994 under the supervision of Professor J.-F. Normant and Doctor I. Marek. After a postdoctoral stay at the University of Toronto (Canada) in the laboratory of Professor M. Lautens, he was appointed a CNRS researcher position in 1996 in the group of Professor J. Cossy (ESPCI) and became Director of Research in 2008. His research focuses on the development of synthetic methodologies and total synthesis of natural products.