Staff View
Iridium-catalyzed asymmetric hydrogenation for synthesis of chiral cyclic amines

Descriptive

TitleInfo
Title
Iridium-catalyzed asymmetric hydrogenation for synthesis of chiral cyclic amines
Name (type = personal)
NamePart (type = family)
Huang
NamePart (type = given)
Yuhua
NamePart (type = date)
1973-
DisplayForm
Yuhua Huang
Role
RoleTerm (authority = RULIB)
author
Name (type = personal)
NamePart (type = family)
Zhang
NamePart (type = given)
Xumu
DisplayForm
Xumu Zhang
Affiliation
Advisory Committee
Role
RoleTerm (authority = RULIB)
chair
Name (type = corporate)
NamePart
Rutgers University
Role
RoleTerm (authority = RULIB)
degree grantor
Name (type = corporate)
NamePart
Graduate School - New Brunswick
Role
RoleTerm (authority = RULIB)
school
TypeOfResource
Text
Genre (authority = marcgt)
theses
OriginInfo
DateCreated (qualifier = exact)
2016
DateOther (qualifier = exact); (type = degree)
2016-10
CopyrightDate (encoding = w3cdtf); (qualifier = exact)
2016
Place
PlaceTerm (type = code)
xx
Language
LanguageTerm (authority = ISO639-2b); (type = code)
eng
Abstract (type = abstract)
Chiral cyclic amines play extremely important roles in pharmaceutical and agrochemical industries. The asymmetric reduction of pyridine compounds remains a long-standing challenge.With the addition of an easy-removal protecting group, benzyl, on the nitrogen, the pyridine ring was dearomatized. This strategy proved to help achieve direct reduction on pyridines under mild conditions to access cyclic peperidines. A neutral iridium MP2-SegPhos catalytic system was developed to hydrogenate various N-benzyl-2-arylpyridines with high enantioselectivities.Reduction of di-substituted pyridines and isoquinoline substrates were also fulfilled with good to excellent enantioselectivity. Mechanism studies have remained unclear despite the significant progress made in the reduction methodologies. The three double bonds (both C=C and C=N bonds) present in the pyridine ring adds additional complexities. Based on the NMR studies and isotopic experimental evidences an outer-sphere mechanism was proposed involving two tautormerizations and proton-hydride delivery. Crucial tetrahydropyridine complex and other key intermediates were identified and characterized.
Subject (authority = RUETD)
Topic
Chemistry and Chemical Biology
RelatedItem (type = host)
TitleInfo
Title
Rutgers University Electronic Theses and Dissertations
Identifier (type = RULIB)
ETD
Identifier
ETD_7485
PhysicalDescription
Form (authority = gmd)
electronic resource
InternetMediaType
application/pdf
InternetMediaType
text/xml
Extent
1 online resource (xv, 173 p. : ill.)
Note (type = degree)
Ph.D.
Note (type = bibliography)
Includes bibliographical references
Subject (authority = ETD-LCSH)
Topic
Reduction (Chemistry)
Note (type = statement of responsibility)
by Yuhua Huang
RelatedItem (type = host)
TitleInfo
Title
Graduate School - New Brunswick Electronic Theses and Dissertations
Identifier (type = local)
rucore19991600001
Location
PhysicalLocation (authority = marcorg); (displayLabel = Rutgers, The State University of New Jersey)
NjNbRU
Identifier (type = doi)
doi:10.7282/T3FN18H3
Back to the top

Rights

RightsDeclaration (ID = rulibRdec0006)
The author owns the copyright to this work.
RightsHolder (type = personal)
Name
FamilyName
Huang
GivenName
Yuhua
Role
Copyright Holder
RightsEvent
Type
Permission or license
DateTime (encoding = w3cdtf); (qualifier = exact); (point = start)
2016-08-15 16:23:57
AssociatedEntity
Name
Yuhua Huang
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 (encoding = w3cdtf); (qualifier = exact); (point = start)
2016-10-31
DateTime (encoding = w3cdtf); (qualifier = exact); (point = end)
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
Back to the top

Technical

RULTechMD (ID = TECHNICAL1)
ContentModel
ETD
OperatingSystem (VERSION = 5.1)
windows xp
CreatingApplication
Version
1.6
DateCreated (point = end); (encoding = w3cdtf); (qualifier = exact)
2016-08-14T16:50:37
DateCreated (point = end); (encoding = w3cdtf); (qualifier = exact)
2016-08-14T16:50:37
ApplicationName
Adobe PDF Library 10.0
Back to the top
Version 8.3.10
Rutgers University Libraries - Copyright ©2019