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Cooperative dual catalysis with thiourea organocatalysts
Descriptive
TitleInfo
Title
Cooperative dual catalysis with thiourea organocatalysts
Name
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NamePart
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Zhao
NamePart
(type = given)
Chenfei
NamePart
(type = date)
1989-
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Chenfei Zhao
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author
Name
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Seidel
NamePart
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Daniel
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Daniel Seidel
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Advisory Committee
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chair
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Rutgers University
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degree grantor
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School of Graduate Studies
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school
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theses
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2017
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2017-10
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2017
Place
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xx
Language
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eng
Abstract
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Thiourea organocatalysis represents a versatile activation strategy in synthetic organic chemistry. By hydrogen-bonding interactions with neutral or anionic substrates and/or intermediates, thiourea organocatalysts can often direct the reaction pathways with promising levels of stereochemical control. This dissertation demonstrates the cooperative use of thiourea organocatalysts in combination with other types of catalysts in addressing challenging synthetic problems that are not realized by either type alone. Specifically, cooperative catalysis of thiourea and iminium organocatalysts enabled the first highly enantioselective direct oxa-Pictet–Spengler reactions under weakly acidic conditions. In comTbination with a transition metal catalyst, an acid–thiourea catalyst afforded highly enantioselective A3 reactions with secondary amines. Strong Brønsted acid was also applied cooperatively with thiourea organocatalyst, furnishing the direct reductive etherification reactions with a wide variety of substrates.
Subject
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Topic
Chemistry and Chemical Biology
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Rutgers University Electronic Theses and Dissertations
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ETD_8251
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electronic resource
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Extent
1 online resource (vi, 154 p. : ill.)
Note
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Ph.D.
Note
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Includes bibliographical references
Subject
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Topic
Catalysts
Subject
(authority = ETD-LCSH)
Topic
Thiourea
Note
(type = statement of responsibility)
by Chenfei Zhao
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School of Graduate Studies Electronic Theses and Dissertations
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rucore10001600001
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doi:10.7282/T3251NB5
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ETD doctoral
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Rights
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The author owns the copyright to this work.
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Name
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Zhao
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Chenfei
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Permission or license
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2017-07-06 14:47:22
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Chenfei Zhao
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Rutgers University. School of Graduate Studies
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Author Agreement License
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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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2017-10-31
DateTime
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2018-10-31
Type
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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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