The synthesis and reactivity of 3-amino and 3-oxycyclopentadienones

Persistent Link:
http://hdl.handle.net/10150/289769
Title:
The synthesis and reactivity of 3-amino and 3-oxycyclopentadienones
Author:
Imbriglio, Jason
Issue Date:
2002
Publisher:
The University of Arizona.
Rights:
Copyright © is held by the author. Digital access to this material is made possible by the University Libraries, University of Arizona. Further transmission, reproduction or presentation (such as public display or performance) of protected items is prohibited except with permission of the author.
Abstract:
[2+2+1] iron and cobalt mediated cycloadditions have been applied towards the synthesis of 3-amino and 3-oxycyclopentadienones. These methods have provided an efficient means of generating [3.3.0], [4.3.0], and [5.3.0] bicyclic-cyclopentadienone ring systems. In an effort to probe the reactivity of our metal complexed dienones, we proceeded to subject them to cycloaddition reactions. With this goal in mind, we applied oxidative demetallation conditions to provide the metal free bicyclic-cyclopentadienones. Cycloaddition of the bicyclic-dienones with a number of pi donors and acceptors provided chemo and regioselective cycloadducts in an efficient fashion. Final studies included investigations of the iron cyclopentadienones in diastereoselective reactions.
Type:
text; Dissertation-Reproduction (electronic)
Keywords:
Chemistry, Organic.
Degree Name:
Ph.D.
Degree Level:
doctoral
Degree Program:
Graduate College; Chemistry
Degree Grantor:
University of Arizona
Advisor:
Rainier, Jon D.

Full metadata record

DC FieldValue Language
dc.language.isoen_USen_US
dc.titleThe synthesis and reactivity of 3-amino and 3-oxycyclopentadienonesen_US
dc.creatorImbriglio, Jasonen_US
dc.contributor.authorImbriglio, Jasonen_US
dc.date.issued2002en_US
dc.publisherThe University of Arizona.en_US
dc.rightsCopyright © is held by the author. Digital access to this material is made possible by the University Libraries, University of Arizona. Further transmission, reproduction or presentation (such as public display or performance) of protected items is prohibited except with permission of the author.en_US
dc.description.abstract[2+2+1] iron and cobalt mediated cycloadditions have been applied towards the synthesis of 3-amino and 3-oxycyclopentadienones. These methods have provided an efficient means of generating [3.3.0], [4.3.0], and [5.3.0] bicyclic-cyclopentadienone ring systems. In an effort to probe the reactivity of our metal complexed dienones, we proceeded to subject them to cycloaddition reactions. With this goal in mind, we applied oxidative demetallation conditions to provide the metal free bicyclic-cyclopentadienones. Cycloaddition of the bicyclic-dienones with a number of pi donors and acceptors provided chemo and regioselective cycloadducts in an efficient fashion. Final studies included investigations of the iron cyclopentadienones in diastereoselective reactions.en_US
dc.typetexten_US
dc.typeDissertation-Reproduction (electronic)en_US
dc.subjectChemistry, Organic.en_US
thesis.degree.namePh.D.en_US
thesis.degree.leveldoctoralen_US
thesis.degree.disciplineGraduate Collegeen_US
thesis.degree.disciplineChemistryen_US
thesis.degree.grantorUniversity of Arizonaen_US
dc.contributor.advisorRainier, Jon D.en_US
dc.identifier.proquest3050284en_US
dc.identifier.bibrecord.b42723504en_US
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