LEADER 05071nam 2200649 a 450 001 9910140481003321 005 20170810185839.0 010 $a3-527-64208-0 010 $a1-283-51405-2 010 $a9786613826503 010 $a3-527-62963-7 010 $a3-527-62962-9 035 $a(CKB)2920000000000087 035 $a(EBL)700897 035 $a(OCoLC)644165882 035 $a(SSID)ssj0000539102 035 $a(PQKBManifestationID)11362612 035 $a(PQKBTitleCode)TC0000539102 035 $a(PQKBWorkID)10560824 035 $a(PQKB)11352082 035 $a(MiAaPQ)EBC700897 035 $a(PPN)159219086 035 $a(EXLCZ)992920000000000087 100 $a20110111d2010 uy 0 101 0 $aeng 135 $aur|n|---||||| 181 $ctxt 182 $cc 183 $acr 200 00$aMetathesis in natural product synthesis$b[electronic resource] $estrategies, substrates and catalysts /$fedited by Janine Cossy, Stellios Arseniyadis, and Christophe Meyer ; with a foreword by Robert H. Grubbs 210 $aWeinheim $cWiley-VCH$dc2010 215 $a1 online resource (414 p.) 300 $aDescription based upon print version of record. 311 $a3-527-32440-2 320 $aIncludes bibliographical references and index. 327 $aMetathesis in Natural Product Synthesis: Strategies, Substrates and Catalysts; Contents; Foreword; Preface; List of Catalysts; List of Contributors; Abbreviations; 1 Synthesis of Natural Products Containing Medium-size Carbocycles by Ring-closing Alkene Metathesis; 1.1 Introduction; 1.2 Formation of Five-membered Carbocycles by RCM; 1.3 Formation of Six-membered Carbocycles by RCM; 1.4 Formation of Seven-membered Carbocycles by RCM; 1.5 Formation of Eight-membered Carbocycles by RCM; 1.6 Formation of Nine-membered Carbocycles by RCM; 1.7 Formation of 10-membered Carbocycles by RCM 327 $a1.8 ConclusionReferences; 2 Natural Products Containing Medium-sized Nitrogen Heterocycles Synthesized by Ring-closing Alkene Metathesis; 2.1 Introduction; 2.2 Five-membered Nitrogen Heterocycles; 2.2.1 Dihydropyrroles; 2.2.2 Pyrrolidine Alkaloids; 2.2.2.1 Pyrrolidines; 2.2.2.2 Dipyrrolidines; 2.2.2.3 Polyhydroxypyrrolidines; 2.2.3 Indolizidine Alkaloids; 2.2.3.1 Polycyclic Indolizidines; 2.2.3.2 Polyhydroxyindolizidines; 2.2.4 Pyrrolizidine Alkaloids; 2.3 Six-membered Nitrogen Heterocycles; 2.3.1 Piperidine Alkaloids; 2.3.1.1 Piperidines; 2.3.1.2 Piperidine Carboxylic Acids 327 $a2.3.1.3 Piperidones2.3.1.4 Polyhydroxypiperidines; 2.3.2 Indolizidine Alkaloids; 2.3.3 Quinolizidine Alkaloids; 2.4 Seven-membered Nitrogen Heterocycles; 2.5 Eight-membered Nitrogen Heterocycles; 2.6 Conclusion; References; 3 Synthesis of Natural Products Containing Medium-size Oxygen Heterocycles by Ring-closing Alkene Metathesis; 3.1 Introduction; 3.2 General RCM Approaches to Medium Rings; 3.3 Laurencin; 3.4 Eunicellins/Eleutherobin; 3.5 Helianane; 3.6 Octalactin A; 3.7 Microcarpalide and the Herbarums; 3.8 Marine Ladder Toxins; 3.8.1 Ciguatoxin; 3.8.2 Brevetoxin 327 $a3.8.3 Gambierol, Gambieric Acid, Olefinic-ester Cyclizations3.9 Conclusion; Acknowledgments; References; 4 Phosphorus and Sulfur Heterocycles via Ring-closing Metathesis: Application in Natural Product Synthesis; 4.1 Introduction; 4.2 Synthesis and Reactivity of Sultones Derived from RCM; 4.3 Total Synthesis of the Originally Proposed Structure of (±)-Mycothiazole; 4.4 Synthesis and Reactivity of Phosphates from RCM; 4.5 Applications of Phosphate Tethers in the Synthesis of Dolabelide C; 4.6 Conclusion; Acknowledgment; References 327 $a5 Synthesis of Natural Products Containing Macrocycles by Alkene Ring-closing Metathesis5.1 Introduction; 5.2 Organization of the Chapter; 5.3 Macrocyclic Polyketides; 5.3.1 Resorcinylic Macrolides; 5.3.2 Salicylate Macrolides; 5.3.3 Other Antibiotic Macrolides; 5.3.4 Macrocyclic Musk; 5.3.5 Epothilones; 5.3.6 Amphidinolides; 5.3.7 Other Polyketides; 5.3.8 Natural Cyclophanes; 5.4 Terpenoids; 5.4.1 Diterpenoids; 5.4.2 Macrocyclic Lipids; 5.5 Macrocycles of Amino Acid Origin; 5.5.1 Macrolactams; 5.5.2 Cyclodepsipeptides; 5.5.3 Alkaloids; 5.6 Macrocyclic Glycolipids; 5.7 Conclusions and Outlook 327 $aReferences 330 8 $aEmphasizing the impact of metathesis in natural product synthesis through the different types of key reactions, this ready reference is clearly structured and packed with important information, including representative experimental procedures for practical applications. 606 $aNatural products$xSynthesis 606 $aMetathesis (Chemistry) 615 0$aNatural products$xSynthesis. 615 0$aMetathesis (Chemistry) 676 $a547.2 701 $aCossy$b Janine$0946283 701 $aArseniyadis$b S$g(Stellios)$0946284 701 $aMeyer$b Christophe$0946285 801 0$bMiAaPQ 801 1$bMiAaPQ 801 2$bMiAaPQ 906 $aBOOK 912 $a9910140481003321 996 $aMetathesis in natural product synthesis$92137924 997 $aUNINA