Stereochemical Control of Polyketides through Asymmetric Aldol Reaction

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dc.contributor.authorLou, Samuelen
dc.contributor.committeechairCalter, Michael A.en
dc.contributor.committeememberWolfe, James F.en
dc.contributor.committeememberKingston, David G. I.en
dc.contributor.departmentChemistryen
dc.date.accessioned2014-03-14T20:57:37Zen
dc.date.adate2000-05-04en
dc.date.available2014-03-14T20:57:37Zen
dc.date.issued2000-04-29en
dc.date.rdate2012-11-06en
dc.date.sdate2000-05-03en
dc.description.abstractPolyketides are a group of complex natural products that can inhibit the growth of bacteria, viruses, fungi, and tumor cells. Most polyketides are very difficult to extract from bacteria. Therefore, numerous syntheses of polyketide-related synthons have been attempted. However, controlling the stereochemistry of the polyketide poses the most challenging task for researchers. The aim of this report is to discuss control of the stereochemistry of the polyketide-related synthons in asymmetric aldol reactions. Several important methodologies for stereochemical control in the aldol reaction exist. The first approach is to control the enolate geometry and the aldehyde (or ketone) geometry. The second approach is to use a chiral auxiliary and chiral ligands. The third approach is to use a chiral catalyst, which is the most efficient method if the catalyst operates with complete efficiency. Proposed transition states are also described to explain the resulting stereochemistry of the aldol adduct.en
dc.description.degreeMaster of Scienceen
dc.identifier.otheretd-05032000-14150026en
dc.identifier.sourceurlhttp://scholar.lib.vt.edu/theses/available/etd-05032000-14150026/en
dc.identifier.urihttp://hdl.handle.net/10919/37095en
dc.publisherVirginia Techen
dc.relation.haspartSamLousThesis.PDFen
dc.rightsIn Copyrighten
dc.rights.urihttp://rightsstatements.org/vocab/InC/1.0/en
dc.subjectAldol Reactionen
dc.subjectCatalysisen
dc.subjectPolyketidesen
dc.subjectAsymmetric Synthesisen
dc.titleStereochemical Control of Polyketides through Asymmetric Aldol Reactionen
dc.typeMaster's projecten
thesis.degree.disciplineChemistryen
thesis.degree.grantorVirginia Polytechnic Institute and State Universityen
thesis.degree.levelmastersen
thesis.degree.nameMaster of Scienceen

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