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Direct access to xenicane diterpenoids structure space and new insight in allenic transformations
Descriptive
TitleInfo
Title
Direct access to xenicane diterpenoids structure space and new insight in allenic transformations
Name
(type = personal)
NamePart
(type = family)
Wang
NamePart
(type = given)
Huan
DisplayForm
Huan Wang
Role
RoleTerm
(authority = RULIB)
author
Name
(type = personal)
NamePart
(type = family)
Williams
NamePart
(type = given)
Lawrence
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Lawrence Williams
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Advisory Committee
Role
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(authority = RULIB)
chair
Name
(type = personal)
NamePart
(type = family)
Seidel
NamePart
(type = given)
Daniel
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Daniel Seidel
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Advisory Committee
Role
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(authority = RULIB)
internal member
Name
(type = personal)
NamePart
(type = family)
Knapp
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(type = given)
Spencer
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Spencer Knapp
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Advisory Committee
Role
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internal member
Name
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NamePart
(type = family)
Lombardo
NamePart
(type = given)
Louis
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Louis Lombardo
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Advisory Committee
Role
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outside member
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Rutgers University
Role
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degree grantor
Name
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NamePart
Graduate School - New Brunswick
Role
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school
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Text
Genre
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theses
OriginInfo
DateCreated
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2016
DateOther
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(type = degree)
2016-10
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2016
Place
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(type = code)
xx
Language
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eng
Abstract
(type = abstract)
Disclosed in this dissertation are the design, synthesis, and preliminary biological evaluation of novel xeniolides that selectively activate apoptosis in precancerous cells. A divergent synthetic strategy to gain direct access to this semi-validated anticancer structure space from a single intermediate is designed. The chemical synthesis of this lynchpin compound, including a new Morita-Baylis-Hillman-type cyclization, new C-C fragmentation mechanistic insight, conversion of the lynchpin to a diverse set of related targets, and the identification, through biological evaluation, of new simplified, synthetic xeniolides that rival the parent natural products in terms of potency and especially in terms of selectivity. Catalytic allene osmylation featured by a five-step sequence to 4,10-didesmethyl (9S)-dihydro-erythronolide A and a mechanism study, and a molecular platform for catalytic allene epoxidation and a computational model explaining the stereochemical outcome are described.
Subject
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Topic
Chemistry and Chemical Biology
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TitleInfo
Title
Rutgers University Electronic Theses and Dissertations
Identifier
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ETD
Identifier
ETD_7512
PhysicalDescription
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electronic resource
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application/pdf
InternetMediaType
text/xml
Extent
1 online resource (ix, 379 p. : ill.)
Note
(type = degree)
Ph.D.
Note
(type = bibliography)
Includes bibliographical references
Subject
(authority = ETD-LCSH)
Topic
Allene
Note
(type = statement of responsibility)
by Huan Wang
RelatedItem
(type = host)
TitleInfo
Title
Graduate School - New Brunswick Electronic Theses and Dissertations
Identifier
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rucore19991600001
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NjNbRU
Identifier
(type = doi)
doi:10.7282/T3KH0QNR
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
Wang
GivenName
Huan
Role
Copyright Holder
RightsEvent
Type
Permission or license
DateTime
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(qualifier = exact);
(point = start)
2016-08-24 22:49:26
AssociatedEntity
Name
Huan Wang
Role
Copyright holder
Affiliation
Rutgers University. Graduate School - New Brunswick
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.
RightsEvent
DateTime
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2016-10-31
DateTime
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2018-10-31
Type
Embargo
Detail
Access to this PDF has been restricted at the author's request. It will be publicly available after October 31st, 2018.
Copyright
Status
Copyright protected
Availability
Status
Open
Reason
Permission or license
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Technical
RULTechMD
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ETD
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windows xp
DateCreated
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2017-01-23T17:42:02
CreatingApplication
Version
1.5
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