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Stereochemical Control of Polyketides through Asymmetric Aldol Reaction

Polyketides 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.
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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. / Master of Science

Identiferoai:union.ndltd.org:VTETD/oai:vtechworks.lib.vt.edu:10919/37095
Date04 May 2000
CreatorsLou, Samuel
ContributorsChemistry, Calter, Michael A., Wolfe, James F., Kingston, David G. I.
PublisherVirginia Tech
Source SetsVirginia Tech Theses and Dissertation
Detected LanguageEnglish
TypeMaster's project
Formatapplication/pdf
RightsI hereby grant to Virginia Tech or its agents the right to archive and to make available my thesis or dissertation in whole or in part in the University Libraries in all forms of media, now or hereafter known. I retain all proprietary rights, such as patent rights. I also retain the right to use in future works (such as articles or books) all or part of this thesis or dissertation.
RelationSamLousThesis.PDF

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