LEADER 03825nam 22006735 450 001 9910298611203321 005 20200706102358.0 010 $a3-319-20544-7 024 7 $a10.1007/978-3-319-20544-1 035 $a(CKB)3710000000436768 035 $a(EBL)2120663 035 $a(OCoLC)916951330 035 $a(SSID)ssj0001525167 035 $a(PQKBManifestationID)11872446 035 $a(PQKBTitleCode)TC0001525167 035 $a(PQKBWorkID)11496984 035 $a(PQKB)10731666 035 $a(DE-He213)978-3-319-20544-1 035 $a(MiAaPQ)EBC2120663 035 $a(PPN)186401604 035 $a(EXLCZ)993710000000436768 100 $a20150624d2015 u| 0 101 0 $aeng 135 $aur|n|---||||| 181 $ctxt 182 $cc 183 $acr 200 10$aAsymmetric Synthesis of Bioactive Lactones and the Development of a Catalytic Asymmetric Synthesis of ?-Aryl Ketones /$fby Robert Doran 205 $a1st ed. 2015. 210 1$aCham :$cSpringer International Publishing :$cImprint: Springer,$d2015. 215 $a1 online resource (218 p.) 225 1 $aSpringer Theses, Recognizing Outstanding Ph.D. Research,$x2190-5053 300 $a"Doctoral thesis accepted by the University College Dublin, Ireland." 311 $a3-319-20543-9 320 $aIncludes bibliographical references at the end of each chapters. 327 $aIntroduction to the Total Synthesis of Lactone-Containing Natural Products using ZrCl4 -- Asymmetric Synthesis of the ?-Methyl-Substituted Analogues of (+)-Tanikolide and (?)-Malyngolide -- Asymmetric Synthesis of Both Enantiomers of a d-Lactone Analogue of Muricatacin -- Introduction to the Development of a Catalytic Asymmetric Synthesis of Tertiary ?-Aryl Ketones -- A Stereoselective Switch: Enantiodivergent Approach to the Synthesis of Isoflavanones -- Asymmetric Synthesis of Tertiary ?-Aryl Ketones by Decarboxylative Asymmetric Protonation. 330 $aThis thesis addresses two fundamental areas in contemporary organic chemistry: synthesis of natural products and catalytic asymmetric synthesis. Firstly, a new methodology, developed by our research group, which allows the asymmetric synthesis of lactones, a structural unit ubiquitous in natural products, was utilised in the synthesis of a number of natural product analogues that showed significant biological activity. Secondly, the development of a catalytic asymmetric synthesis of a key structural motif present in a number of natural products and pharmaceuticals was accomplished. During the course of this work we discovered dual stereocontrol, which is significant because it allows the configuration of a new stereocentre to be controlled by a simple change of proton source. 410 0$aSpringer Theses, Recognizing Outstanding Ph.D. Research,$x2190-5053 606 $aOrganic chemistry 606 $aCatalysis 606 $aMedicinal chemistry 606 $aOrganic Chemistry$3https://scigraph.springernature.com/ontologies/product-market-codes/C19007 606 $aCatalysis$3https://scigraph.springernature.com/ontologies/product-market-codes/C29000 606 $aMedicinal Chemistry$3https://scigraph.springernature.com/ontologies/product-market-codes/C28000 615 0$aOrganic chemistry. 615 0$aCatalysis. 615 0$aMedicinal chemistry. 615 14$aOrganic Chemistry. 615 24$aCatalysis. 615 24$aMedicinal Chemistry. 676 $a547.2 700 $aDoran$b Robert$4aut$4http://id.loc.gov/vocabulary/relators/aut$054959 801 0$bMiAaPQ 801 1$bMiAaPQ 801 2$bMiAaPQ 906 $aBOOK 912 $a9910298611203321 996 $aAsymmetric Synthesis of Bioactive Lactones and the Development of a Catalytic Asymmetric Synthesis of ?-Aryl Ketones$91997342 997 $aUNINA