LEADER 05171nam 2200613 450 001 9910830786903321 005 20230721004048.0 010 $a1-283-14038-1 010 $a9786613140388 010 $a3-527-62148-2 010 $a3-527-62149-0 035 $a(CKB)1000000000687243 035 $a(EBL)481517 035 $a(SSID)ssj0000354509 035 $a(PQKBManifestationID)11259062 035 $a(PQKBTitleCode)TC0000354509 035 $a(PQKBWorkID)10314480 035 $a(PQKB)11161649 035 $a(MiAaPQ)EBC481517 035 $a(OCoLC)214281838 035 $a(EXLCZ)991000000000687243 100 $a20160819h20082008 uy 0 101 0 $aeng 135 $aur|n|---||||| 181 $ctxt 182 $cc 183 $acr 200 00$aModern supramolecular chemistry $estrategies for macrocycle synthesis /$fedited by Francois Diederich, Peter J. Stang and Rik R. Tykwinski 210 1$aWeinheim, Germany :$cWILEY-VCH Verlag GmbH & Co. KGaA,$d2008. 210 4$dİ2008 215 $a1 online resource (420 p.) 300 $aDescription based upon print version of record. 311 $a3-527-31826-7 320 $aIncludes bibliographical references at the end of each chapters and index. 327 $aModern Supramolecular Chemistry; Contents; Preface; List of Contributors; 1 Bioactive Macrocyclic Peptides and Peptide Mimics; 1.1 Introduction; 1.2 Selected Cyclic Peptides; 1.2.1 Vancomycin; 1.2.2 Lantibiotic: Nisin; 1.2.3 Cyclosporin A; 1.2.4 Cyclotheonamide A and B; 1.2.5 cyclo RGD Peptides as ?(V)?(3) Antagonists; 1.2.6 SH2 Domain-Binding Peptides; 1.3 Conclusions; 1.4 Experimental: Selected Procedures; 1.4.1 Synthesis of Bicyclic Peptide 9: an Alkene-bridged Mimic of the Vancomycin C-D-E Cavity; 1.4.2 Synthesis of Cyclic Peptide 14: an Alkyne-bridged Mimic of the Nisin A-Ring Fragment 327 $aReferences2 Macrocycles by Ring-closure Metathesis; 2.1 Introduction; 2.2 How to Cyclize?; 2.2.1 A Thermodynamic versus Kinetic Issue; 2.2.2 General Experimental Conditions; 2.2.3 Influence of Polar Complexing Groups; 2.2.3.1 A Decisive Factor for Success; 2.2.3.2 The Titanium Trick; 2.2.3.3 A Particularly Favorable Case: The Template-Directed RCM; 2.2.4 Chemoselectivity; 2.2.5 Substrate ''Tuning''; 2.2.5.1 Configurational/Conformational Aspect; 2.2.5.2 Influence of Functional Group Protection; 2.3 Factors Influencing the Double-Bond Configuration; 2.3.1 A Thermodynamic versus Kinetic Issue 327 $a2.3.2 General Experimental Conditions2.3.3 Substrate ''Tuning''; 2.3.4 Solutions; 2.4 Ene-yne M-RCM; 2.5 Tandem Processes Involving M-RCM; 2.5.1 Tandem CM/RCM; 2.5.2 Tandem ROM/RCM; 2.5.3 Tandem RCM/ROM/RCM; 2.5.4 Ring-Expansion Metathesis; 2.5.5 Other One-Pot Multistep Processes; 2.5.6 M-RCM as Part of MCR Strategies; 2.6 Representative Synthetic Applications; 2.6.1 Salicylihalamides/Oximidines: Potent Antitumor Agents with Selective anti-V-ATPase Activity; 2.6.1.1 Salicylihalamides: Influence of the Catalyst; 2.6.1.2 Salicylihalamides: Influence of the Phenol Protecting Group 327 $a2.6.1.3 Salicylihalamides: Influence of the Alcohol-Protecting Group at C132.6.1.4 Salicylihalamides: Influence of the Nature of the C15 Side Chain; 2.6.1.5 Salicylihalamides: Miscellaneous; 2.6.1.6 Oximidines: Use of Relay Ring-closing Metathesis; 2.6.2 Radicicol-Type Macrolides: a Promising Family of Anticancer Resorcylides; 2.6.3 Coleophomones: a Versatile Access to this Class of Complex Polycyclic Diterpenes; 2.6.4 RCM in Supramolecular Chemistry; 2.7 Conclusion and Perspectives; 2.8 Experimental: Selected Procedures; 2.8.1 Synthesis of Compound 3 with Catalyst S1 [12] 327 $a2.8.2 Synthesis of Compound 6 with Catalyst G1 [13]2.8.3 Synthesis of Compound 8 with Catalyst G2 [14b]; 2.8.4 Synthesis of Compound 16 (R=SiMe(2)tBu) with Catalyst G1/Ti(OiPr)(4) [17]; 2.8.5 Synthesis of Compound 49 by RCAM [38]; 2.8.6 Synthesis of Compound 53 with G1 by ene-yne RCM [40a]; References; 3 Supramolecular Macrocycle Synthesis by H-bonding Assembly; 3.1 Introduction; 3.2 Strategies to Build up Supramolecular Macrocycles Based on Hydrogen Bonds; 3.3 Strategies to Build up Supramolecular Cavities and Capsules Based on Hydrogen Bonds; 3.4 Summary and Outlook 327 $a3.5 Experimental: Selected Procedures 330 $aWritten by internationally acclaimed experts, this handy volume covers all major classes of supramolecular compounds. Chapters include cyclophanes, resorcinarene and calixarene synthesis, supramolecular metallomacrocycles and macrocycle synthesis, rotaxane and catenane synthesis, cucurbiturils and porphyrins, as well as macrocyclic drugs.Each chapter contains experimental procedures allowing fast access to this type of synthetic chemistry. 606 $aSupramolecular chemistry 615 0$aSupramolecular chemistry. 676 $a547.2 702 $aDiederich$b Franc?ois 702 $aStang$b Peter J. 702 $aTykwinski$b R. R$g(Rik R.), 801 0$bMiAaPQ 801 1$bMiAaPQ 801 2$bMiAaPQ 906 $aBOOK 912 $a9910830786903321 996 $aModern supramolecular chemistry$9764206 997 $aUNINA