2026-09-19T18:50:45Zhttps://dspace.mit.edu/server/oai/requestoai:dspace.mit.edu:1721.1/1447472022-08-30T03:29:56Zcom_1721.1_7582com_1721.1_7581col_1721.1_131023
Wendlandt, Alison E.
Liu, Aaron
Massachusetts Institute of Technology. Department of Chemistry
2022-08-29T16:08:57Z
2022-08-29T16:08:57Z
2022-05
2022-06-08T13:04:59.386Z
https://hdl.handle.net/1721.1/144747
Synthetic carbohydrates have recently emerged as an important motif in the development of modern therapeutics. Despite the biological significance of carbohydrate mimetics, synthetic challenges continue to limit the widespread implementation of these compounds. The thesis presented herein includes three specific sections with the ultimate goal of developing a general, selective and efficient catalytic system for monosaccharide functionalization: 1) site-selective halogenation & derivatization of sugars, 2) expedient synthesis of L-glucose and 3) diastereoselective C-H alkylation of sugars. These radical-based transformations harness polarity compatibility between the hydrogen atom abstractor and the substrate to afford site-selective functionalization of sugars that have broad potential biomedical value.
S.M.
Massachusetts Institute of Technology
In Copyright - Educational Use Permitted
Copyright MIT
http://rightsstatements.org/page/InC-EDU/1.0/
Site-selective C-H Bond Diversification of Glycosides
Thesis
application/pdf
Master
Master of Science in Chemistry
Publication
unknown
unknown
<Publication xmlns="https://www.openaire.eu/cerif-profile/1.1/" id="949d966f-ea52-4c97-b1e6-9fe1187d5e4a">
<Type xmlns="https://www.openaire.eu/cerif-profile/vocab/COAR_Publication_Types">http://purl.org/coar/resource_type/c_1843</Type>
<Title>Site-selective C-H Bond Diversification of Glycosides</Title>
<PublishedIn>
<Publication>
</Publication>
</PublishedIn>
<PublicationDate>2022-05</PublicationDate>
<Authors>
<Author>
<DisplayName>Liu, Aaron</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>Synthetic carbohydrates have recently emerged as an important motif in the development of modern therapeutics. Despite the biological significance of carbohydrate mimetics, synthetic challenges continue to limit the widespread implementation of these compounds. The thesis presented herein includes three specific sections with the ultimate goal of developing a general, selective and efficient catalytic system for monosaccharide functionalization: 1) site-selective halogenation & derivatization of sugars, 2) expedient synthesis of L-glucose and 3) diastereoselective C-H alkylation of sugars. These radical-based transformations harness polarity compatibility between the hydrogen atom abstractor and the substrate to afford site-selective functionalization of sugars that have broad potential biomedical value.</Abstract>
<Access xmlns="http://purl.org/coar/access_right"
>
</Access>
</Publication>