2026-09-20T19:57:39Zhttps://dspace.mit.edu/server/oai/requestoai:dspace.mit.edu:1721.1/1541812024-04-18T03:35:08Zcom_1721.1_7582com_1721.1_7581col_1721.1_131022
Danheiser, Rick L.
Gomez, Christian
Massachusetts Institute of Technology. Department of Chemistry
2024-04-17T21:09:28Z
2024-04-17T21:09:28Z
2023-06
2023-09-05T20:08:53.855Z
https://hdl.handle.net/1721.1/154181
0000-0001-8947-6061
The synthesis of complex pyridines has been a consistent challenge in the field of organic chemistry. Although there are many methods to accomplish this task, few methods consistently allow the synthesis of highly substituted pyridines without substantial limitations on the resulting substitution pattern. This thesis describes the synthesis of multisubstituted pyridines through both cascade cycloadditions and electrocyclic ring closure reactions through the lens of streptonigrin total synthesis. Natural product total synthesis offers both a way to test and showcase the true substrate scope of emerging synthetic methods; the pentasubstituted core of streptonigrin provides a window into the applications and limitations thereof.
Ph.D.
Massachusetts Institute of Technology
In Copyright - Educational Use Permitted
Copyright MIT
http://rightsstatements.org/page/InC-EDU/1.0/
Studies Directed Toward the Synthesis of Streptonigrin
Thesis
application/pdf
Doctoral
Doctor of Philosophy
Publication
unknown
unknown
<Publication xmlns="https://www.openaire.eu/cerif-profile/1.1/" id="86fa4120-501c-47ba-b412-30a793950a78">
<Type xmlns="https://www.openaire.eu/cerif-profile/vocab/COAR_Publication_Types">http://purl.org/coar/resource_type/c_1843</Type>
<Title>Studies Directed Toward the Synthesis of Streptonigrin</Title>
<PublishedIn>
<Publication>
</Publication>
</PublishedIn>
<PublicationDate>2023-06</PublicationDate>
<Authors>
<Author>
<DisplayName>Gomez, Christian</DisplayName>
<Affiliation>
<OrgUnit>
</OrgUnit>
</Affiliation>
</Author>
</Authors>
<Editors>
</Editors>
<Publishers>
<Publisher>
<DisplayName>Massachusetts Institute of Technology</DisplayName>
<OrgUnit />
</Publisher>
</Publishers>
<License>http://rightsstatements.org/page/InC-EDU/1.0/</License>
<Abstract>The synthesis of complex pyridines has been a consistent challenge in the field of organic chemistry. Although there are many methods to accomplish this task, few methods consistently allow the synthesis of highly substituted pyridines without substantial limitations on the resulting substitution pattern. This thesis describes the synthesis of multisubstituted pyridines through both cascade cycloadditions and electrocyclic ring closure reactions through the lens of streptonigrin total synthesis. Natural product total synthesis offers both a way to test and showcase the true substrate scope of emerging synthetic methods; the pentasubstituted core of streptonigrin provides a window into the applications and limitations thereof.</Abstract>
<Access xmlns="http://purl.org/coar/access_right"
>
</Access>
</Publication>