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020 _a9783319205441
_9978-3-319-20544-1
024 7 _a10.1007/978-3-319-20544-1
_2doi
035 _ato000560327
040 _aSpringer
_cSpringer
_dRU-ToGU
050 4 _aQD415-436
072 7 _aPNN
_2bicssc
072 7 _aSCI013040
_2bisacsh
082 0 4 _a547
_223
100 1 _aDoran, Robert.
_eauthor.
_9467833
245 1 0 _aAsymmetric Synthesis of Bioactive Lactones and the Development of a Catalytic Asymmetric Synthesis of α-Aryl Ketones
_helectronic resource
_cby Robert Doran.
260 _aCham :
_bSpringer International Publishing :
_bImprint: Springer,
_c2015.
300 _aXXI, 202 p. 258 illus., 3 illus. in color.
_bonline resource.
336 _atext
_btxt
_2rdacontent
337 _acomputer
_bc
_2rdamedia
338 _aonline resource
_bcr
_2rdacarrier
490 1 _aSpringer Theses, Recognizing Outstanding Ph.D. Research,
_x2190-5053
505 0 _aIntroduction to the Total Synthesis of Lactone-Containing Natural Products using ZrCl4 -- Asymmetric Synthesis of the β-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 α-Aryl Ketones -- A Stereoselective Switch: Enantiodivergent Approach to the Synthesis of Isoflavanones -- Asymmetric Synthesis of Tertiary α-Aryl Ketones by Decarboxylative Asymmetric Protonation.
520 _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.
650 0 _achemistry.
_9161768
650 0 _aOrganic Chemistry.
_9299061
650 0 _aMedicinal Chemistry.
_9305147
650 0 _aCatalysis.
_9308199
650 1 4 _aChemistry.
_9161768
650 2 4 _aOrganic Chemistry.
_9299061
650 2 4 _aCatalysis.
_9308199
650 2 4 _aMedicinal Chemistry.
_9305147
710 2 _aSpringerLink (Online service)
_9143950
773 0 _tSpringer eBooks
830 0 _aSpringer Theses, Recognizing Outstanding Ph.D. Research,
_9567110
856 4 0 _uhttp://dx.doi.org/10.1007/978-3-319-20544-1
912 _aZDB-2-CMS
999 _c415421