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New approaches to the synthesis of heterocyclic molecules
Descriptive
TitleInfo
Title
New approaches to the synthesis of heterocyclic molecules
Name
(type = personal)
NamePart
(type = family)
Jarvis
NamePart
(type = given)
Claire Lucy
NamePart
(type = date)
1989-
DisplayForm
Claire Lucy Jarvis
Role
RoleTerm
(authority = RULIB)
author
Name
(type = personal)
NamePart
(type = family)
Seidel
NamePart
(type = given)
Daniel
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Daniel Seidel
Affiliation
Advisory Committee
Role
RoleTerm
(authority = RULIB)
chair
Name
(type = personal)
NamePart
(type = family)
Knapp
NamePart
(type = given)
Spencer
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Spencer Knapp
Affiliation
Advisory Committee
Role
RoleTerm
(authority = RULIB)
internal member
Name
(type = personal)
NamePart
(type = family)
Lee
NamePart
(type = given)
Jeehiun Katherine
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Jeehiun Katherine Lee
Affiliation
Advisory Committee
Role
RoleTerm
(authority = RULIB)
internal member
Name
(type = personal)
NamePart
(type = family)
Wood
NamePart
(type = given)
Harold Blair
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Harold Blair Wood
Affiliation
Advisory Committee
Role
RoleTerm
(authority = RULIB)
outside member
Name
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NamePart
Rutgers University
Role
RoleTerm
(authority = RULIB)
degree grantor
Name
(type = corporate)
NamePart
School of Graduate Studies
Role
RoleTerm
(authority = RULIB)
school
TypeOfResource
Text
Genre
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theses
OriginInfo
DateCreated
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2018
DateOther
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(type = degree)
2018-01
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2018
Place
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(type = code)
xx
Language
LanguageTerm
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(type = code)
eng
Abstract
(type = abstract)
Whether found in nature or made in the lab, small fused-ring heterocyclic molecules have found many medicinal applications. Making these molecules by building up structural complexity in a cheap and efficient manner is a driving force in organic synthesis, particularly when trying to gain access to a single enantiomer of the product. A number of synthetic approaches make use of stoichiometric and costly reagents, and involve multiple changes in the oxidation state of the product. Many of the enantioselective approaches rely on inefficient chiral auxiliaries or recrystallization techniques. This dissertation presents a new enantioselective approach to the synthesis of important lactam products, one that makes use of anion-binding by a thiourea organocatalyst to stabilize the ion pair intermediates. Enantioenriched gamma- and delta-lactams have been prepared by this approach. A method by which to synthesize useful N,S-acetals directly by combining their thiol and amine precursors, and which requires just a catalytic amount of organic acid, is also disclosed. The reaction mechanisms of these novel transformations are also explored.
Subject
(authority = RUETD)
Topic
Chemistry and Chemical Biology
Subject
(authority = ETD-LCSH)
Topic
Heterocyclic compounds
Subject
(authority = ETD-LCSH)
Topic
Chemistry, Organic
RelatedItem
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TitleInfo
Title
Rutgers University Electronic Theses and Dissertations
Identifier
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ETD
Identifier
ETD_8586
PhysicalDescription
Form
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electronic resource
InternetMediaType
application/pdf
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text/xml
Extent
1 online resource (viii, 299 p. : ill.)
Note
(type = degree)
Ph.D.
Note
(type = bibliography)
Includes bibliographical references
Note
(type = statement of responsibility)
by Claire Lucy Jarvis
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TitleInfo
Title
School of Graduate Studies Electronic Theses and Dissertations
Identifier
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rucore10001600001
Location
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(displayLabel = Rutgers, The State University of New Jersey)
NjNbRU
Identifier
(type = doi)
doi:10.7282/T3N87DZX
Genre
(authority = ExL-Esploro)
ETD doctoral
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Rights
RightsDeclaration
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The author owns the copyright to this work.
RightsHolder
(type = personal)
Name
FamilyName
Jarvis
GivenName
Claire
MiddleName
Lucy
Role
Copyright Holder
RightsEvent
Type
Permission or license
DateTime
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(qualifier = exact);
(point = start)
2017-12-21 15:30:35
AssociatedEntity
Name
Claire Jarvis
Role
Copyright holder
Affiliation
Rutgers University. School of Graduate Studies
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.
Copyright
Status
Copyright protected
Availability
Status
Open
Reason
Permission or license
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Technical
RULTechMD
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2017-12-21T15:29:46
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2017-12-21T15:29:46
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