Graduation Semester and Year
Spring 2024
Language
English
Document Type
Thesis
Degree Name
Master of Science in Chemistry
Department
Chemistry and Biochemistry
First Advisor
Junha Jeon
Abstract
Reduction of esters to aldehydes poses a challenge since the resulting aldehydes are often more reactive than the initial esters toward nucleophilic hydride-reducing agents. Although bulky, more controllable reducing agents such as lithium tri-tert-butoxyaluminum hydride or diisobutylaluminum hydride (DIBAL-H) have been developed, they are hazardous, sensitive to moisture and air, needing strict reaction conditions, and unsuitable with a wide range of functional groups. We present the design of an iridium-catalyzed chemoselective hydrosilylation method for dicarboxylic imides, followed by hydrolysis to eliminate the amide and yield aldehydes. This approach offers versatility in general reduction chemistry, holds promise for application in asymmetric synthesis, and facilitates straightforward removal of Evans-type chiral auxiliaries.
Disciplines
Organic Chemistry
License
This work is licensed under a Creative Commons Attribution 4.0 International License.
Recommended Citation
Lallawmsangi, Linda, "CHEMOSELECTIVE REDUCTION OF DICARBOXYLIC ACIDS VIA IRIDIUM CATALYZED HYDROSILYLATION" (2024). Chemistry & Biochemistry Theses. 1.
https://mavmatrix.uta.edu/chemistry_theses/1