Novel ring forming reactions for organic synthesis

dc.contributor.advisor George A. Kraus
dc.contributor.author Thurston, Jeffrey
dc.contributor.department Department of Chemistry
dc.date 2018-08-15T04:58:35.000
dc.date.accessioned 2020-07-02T06:09:53Z
dc.date.available 2020-07-02T06:09:53Z
dc.date.copyright Fri Jan 01 00:00:00 UTC 1988
dc.date.issued 1988
dc.description.abstract <p>Almost all biologically important molecules contain a ring in their structure. The first two sections of this manuscript deal with general methodology which will facilitate the construction of certain rings. The last part of this manuscript deals with the total synthesis of a natural product containing a tricyclic structure;Part I deals with the preparation of cyclic 1,2-aminoalcohols. Many important natural products contain this substructure. Several recent synthetic methods have been reported for the synthesis of 1,2-aminoalcohols, attesting to the high interest in this area and also to the need for additional methods. Part I deals with the cycloaddition of dienes with E-1-benzoyloxy-2-nitroethene. The nitro group is then reduced to yield the cyclic 1,2-aminoalcohols;Part II deals with the intramolecular cyclization of cyclic hemiketals with alkenes to yield bicyclic ketals. This reaction proceeds via an alkoxy radical. Many important natural products such as the ginkolides contain the bicyclic ketal moiety. Research is in progress on the application of this methodology to the total synthesis of these biologically important natural products;The last part of this manuscript deals with the total synthesis of a 9-hydroxy substituted iridoid, which was recently isolated from Gelsemium Sempervirens.</p>
dc.format.mimetype application/pdf
dc.identifier archive/lib.dr.iastate.edu/rtd/8894/
dc.identifier.articleid 9893
dc.identifier.contextkey 6344787
dc.identifier.doi https://doi.org/10.31274/rtd-180813-8888
dc.identifier.s3bucket isulib-bepress-aws-west
dc.identifier.submissionpath rtd/8894
dc.identifier.uri https://dr.lib.iastate.edu/handle/20.500.12876/81932
dc.language.iso en
dc.source.bitstream archive/lib.dr.iastate.edu/rtd/8894/r_8909196.pdf|||Sat Jan 15 02:18:20 UTC 2022
dc.subject.disciplines Organic Chemistry
dc.subject.keywords Chemistry
dc.subject.keywords Chemistry
dc.subject.keywords Organic
dc.title Novel ring forming reactions for organic synthesis
dc.type dissertation
dc.type.genre dissertation
dspace.entity.type Publication
relation.isOrgUnitOfPublication 42864f6e-7a3d-4be3-8b5a-0ae3c3830a11
thesis.degree.level dissertation
thesis.degree.name Doctor of Philosophy
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