Dissertations, Theses, and Capstone Projects
Date of Degree
9-2024
Document Type
Dissertation
Degree Name
Ph.D.
Program
Chemistry
Advisor
David R. Mootoo
Committee Members
Lynn Francesconi
Qiao Sheng Hu
Sheng P Zheng
Subject Categories
Chemistry | Organic Chemistry
Keywords
C-glycoside, Crotylation, Carbohydrate synthesis
Abstract
The involvement of carbohydrates in a plethora of fundamental biological pathways, including disease related processes, has created a demand for molecular probes for elucidating these mechanisms. Accordingly, synthesis of tailored and diverse carbohydrate-like molecules, commonly referred to as glycomimetics, is a very active area of research. Among the more popular classes of glycomimetics are C-glycosides, analogues in which the anomeric carbon of a parent sugar is attached to a carbon substituent. C-glycosides have attracted attention in the medicinal chemistry community as there are several naturally occurring examples with interesting pharmacologically activity. C-glycosides are also of interest because in contrast to their O-variants, they are hydrolytically stable and have different conformational properties. In this context, beyond the specific activity of certain analogues, there is a wider interest in C-glycosides as biomechanistic probes, and as stable derivatives of therapeutically interesting O-glycosides. Against this backdrop, the synthesis of C-glycosides is a very active area of research. Herein is described a review of recent developments in C-glycoside synthesis and the contributions of this thesis research to this field.
Recommended Citation
Truong, Steven, "Synthesis of C-Di- and C-Tri- Saccharides from Glycosyl Crotylating Agents" (2024). CUNY Academic Works.
https://academicworks.cuny.edu/gc_etds/6059