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Development of redox-neutral reaction cascades
Descriptive
TypeOfResource
Text
TitleInfo
(ID = T-1)
Title
Development of redox-neutral reaction cascades
Identifier
ETD_2871
Identifier
(type = hdl)
http://hdl.rutgers.edu/1782.1/rucore10001600001.ETD.000056873
Language
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(authority = ISO639-2);
(type = code)
eng
Genre
(authority = marcgt)
theses
Subject
(ID = SBJ-1);
(authority = RUETD)
Topic
Chemistry and Chemical Biology
Subject
(ID = SBJ-2);
(authority = ETD-LCSH)
Topic
Oxidation-reduction reaction
Subject
(ID = SBJ-3);
(authority = ETD-LCSH)
Topic
Cascades (Fluid dynamics)
Abstract
(type = abstract)
In Chapter I, I give a general introduction to redox–neutral reaction cascades. In Chapter
II, a Lewis acid catalyzed formation of tetrahydroquinolines via an intramolecular rodox
process is described. Gadolinium triflate was proven to be a superior catalyst for this
transformation. More importantly, a catalytic enantioselective intramolecular redox
reaction was successfully achieved by the use of magnesium triflate in combination of a
DBFox ligand. In Chapter III, a novel transformation between o-aminobenzaldehyde and secondary cyclic amines is described. This novel transformation leads to synthetically useful cyclic aminal skeletons. Two natural products, deoxyvasicinone and rutaecarpine, were synthesized directly from the oxidation of the aminal skeletons. In addition, a onepot procedure for the synthesis of cyclic aminals promoted by Brønsted acids is also described, starting from o-aminobenzaldehydes and primary amines. In Chapter IV, nonconventional
functionalizations of azomethine ylides are described. Azomethine ylides are proven to be protonated by suitable proton sources, which results in the corresponding iminium ions. Nucleophiles can attack these iminium ions, leading to synthetically useful
skeletons.
II, a Lewis acid catalyzed formation of tetrahydroquinolines via an intramolecular rodox
process is described. Gadolinium triflate was proven to be a superior catalyst for this
transformation. More importantly, a catalytic enantioselective intramolecular redox
reaction was successfully achieved by the use of magnesium triflate in combination of a
DBFox ligand. In Chapter III, a novel transformation between o-aminobenzaldehyde and secondary cyclic amines is described. This novel transformation leads to synthetically useful cyclic aminal skeletons. Two natural products, deoxyvasicinone and rutaecarpine, were synthesized directly from the oxidation of the aminal skeletons. In addition, a onepot procedure for the synthesis of cyclic aminals promoted by Brønsted acids is also described, starting from o-aminobenzaldehydes and primary amines. In Chapter IV, nonconventional
functionalizations of azomethine ylides are described. Azomethine ylides are proven to be protonated by suitable proton sources, which results in the corresponding iminium ions. Nucleophiles can attack these iminium ions, leading to synthetically useful
skeletons.
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electronic resource
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xiv, 566 p. : ill.
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application/pdf
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Note
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Ph.D.
Note
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Includes bibliographical references
Note
(type = vita)
Includes vita
Note
(type = statement of responsibility)
by Chen Zhang
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Zhang
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Chen
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1982-
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author
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Chen Zhang
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Seidel
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Daniel
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chair
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Advisory Committee
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Daniel Seidel
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Williams
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Lawrence J
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internal member
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Advisory Committee
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Lawrence J Williams
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Zhang
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Xumu
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internal member
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Advisory Committee
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Xumu Zhang
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Ellsworth
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Bruce
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outside member
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Advisory Committee
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Bruce Ellsworth
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Rutgers University
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degree grantor
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Graduate School - New Brunswick
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school
OriginInfo
DateCreated
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2010
DateOther
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2010-10
Place
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xx
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Title
Rutgers University Electronic Theses and Dissertations
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ETD
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Title
Graduate School - New Brunswick Electronic Theses and Dissertations
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rucore19991600001
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NjNbRU
Identifier
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doi:10.7282/T3JH3KW2
Genre
(authority = ExL-Esploro)
ETD doctoral
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Rights
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(AUTHORITY = GS);
(ID = rulibRdec0006)
The author owns the copyright to this work.
Copyright
Status
Copyright protected
Availability
Status
Open
Reason
Permission or license
RightsHolder
(ID = PRH-1);
(type = personal)
Name
FamilyName
Zhang
GivenName
Chen
Role
Copyright Holder
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Type
Permission or license
DateTime
2010-09-17 11:06:17
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Name
Chen Zhang
Affiliation
Rutgers University. Graduate School - New Brunswick
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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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