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The development of novel organocatalytic enantioselective pericyclic reactions
Descriptive
TitleInfo
Title
The development of novel organocatalytic enantioselective pericyclic reactions
Name
(type = personal)
NamePart
(type = family)
Fuhr
NamePart
(type = given)
Katherine
NamePart
(type = date)
1988
DisplayForm
Fuhr, Katherine, 1988-
Role
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(type = text)
author
Name
(type = personal)
NamePart
(type = family)
Brenner-Moyer
NamePart
(type = given)
Stacey E.
DisplayForm
Stacey E. Brenner-Moyer
Affiliation
Advisory Committee
Role
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(authority = RULIB)
chair
Name
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NamePart
Rutgers University
Role
RoleTerm
(authority = RULIB)
degree grantor
Name
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NamePart
Graduate School - Newark
Role
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school
TypeOfResource
Text
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theses
OriginInfo
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2020
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(type = degree)
2020-05
Language
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(type = text)
English
Abstract
(type = abstract)
Organocatalysis has played a role in the development of enantioselective catalytic
reactions, specifically pericyclic reactions, including cycloadditions and sigmatropic
rearrangements, especially in the past two decades. This dissertation presents a
comprehensive review and background on the development of new organocatalytic
pericyclic reactions methods, specifically cycloadditions and sigmatropic
rearrangements, leading to asymmetric small molecules. Herein, the research that
was conducted and lead to two successful new discoveries are described. The topics
specifically discussed in this dissertation are: 1.) Cycloaddition reactions catalyzed
by primary and secondary chiral amine catalysts since 2011. 2.) Sigmatropic
rearrangements that have been catalyzed by organocatalysts in general. 3.) A novel
[5 + 2] cycloaddition reaction catalyzed by a diphenyl prolinol silyl ether. 4.) A
Claisen rearrangement kinetic resolution of g-substituted O-allyl a,b-unsaturated
aldehydes catalyzed by 2,5-diphenyl pyrrolidine. The methodologies reviewed are
all groundbreaking achievements improving the scope of pericyclic reactions that
achieve optically active products, that can potentially act as precursors to even larger
chiral building blocks as a part of molecular architectures.
reactions, specifically pericyclic reactions, including cycloadditions and sigmatropic
rearrangements, especially in the past two decades. This dissertation presents a
comprehensive review and background on the development of new organocatalytic
pericyclic reactions methods, specifically cycloadditions and sigmatropic
rearrangements, leading to asymmetric small molecules. Herein, the research that
was conducted and lead to two successful new discoveries are described. The topics
specifically discussed in this dissertation are: 1.) Cycloaddition reactions catalyzed
by primary and secondary chiral amine catalysts since 2011. 2.) Sigmatropic
rearrangements that have been catalyzed by organocatalysts in general. 3.) A novel
[5 + 2] cycloaddition reaction catalyzed by a diphenyl prolinol silyl ether. 4.) A
Claisen rearrangement kinetic resolution of g-substituted O-allyl a,b-unsaturated
aldehydes catalyzed by 2,5-diphenyl pyrrolidine. The methodologies reviewed are
all groundbreaking achievements improving the scope of pericyclic reactions that
achieve optically active products, that can potentially act as precursors to even larger
chiral building blocks as a part of molecular architectures.
Subject
(authority = local)
Topic
Organocatalysis
Subject
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Topic
Chemistry
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Title
Rutgers University Electronic Theses and Dissertations
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ETD
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TitleInfo
Title
Graduate School - Newark Electronic Theses and Dissertations
Identifier
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rucore10002600001
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ETD_10807
Identifier
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doi:10.7282/t3-dqpk-t905
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application/pdf
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text/xml
Extent
1 online resource (xxii, 205 pages)
Note
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Ph.D.
Note
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Includes bibliographical references
Location
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(displayLabel = Rutgers, The State University of New Jersey)
NjNbRU
Genre
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ETD doctoral
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Rights
RightsDeclaration
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The author owns the copyright to this work.
RightsHolder
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Name
FamilyName
Fuhr
GivenName
Katherine
Role
Copyright Holder
RightsEvent
Type
Permission or license
DateTime
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(qualifier = exact);
(point = start)
2020-04-23 00:09:32
AssociatedEntity
Name
Katherine Fuhr
Role
Copyright holder
Affiliation
Rutgers University. Graduate School - Newark
AssociatedObject
Type
License
Name
Author Agreement License
Detail
I hereby grant to the Rutgers University Libraries and to my school the non-exclusive right to archive, reproduce and distribute my thesis or dissertation, in whole or in part, and/or my abstract, in whole or in part, in and from an electronic format, subject to the release date subsequently stipulated in this submittal form and approved by my school. I represent and stipulate that the thesis or dissertation and its abstract are my original work, that they do not infringe or violate any rights of others, and that I make these grants as the sole owner of the rights to my thesis or dissertation and its abstract. I represent that I have obtained written permissions, when necessary, from the owner(s) of each third party copyrighted matter to be included in my thesis or dissertation and will supply copies of such upon request by my school. I acknowledge that RU ETD and my school will not distribute my thesis or dissertation or its abstract if, in their reasonable judgment, they believe all such rights have not been secured. I acknowledge that I retain ownership rights to the copyright of my work. I also retain the right to use all or part of this thesis or dissertation in future works, such as articles or books.
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Embargo
DateTime
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2020-05-31
DateTime
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(point = end)
2022-05-31
Detail
Access to this PDF has been restricted at the author's request. It will be publicly available after May 31st, 2022.
Copyright
Status
Copyright protected
Availability
Status
Open
Reason
Permission or license
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