Off-campus University of Richmond users: To download campus access theses, please use the following link to log in to our proxy server with your university username and password.
Date of Award
4-2009
Document Type
Restricted Thesis: Campus only access
Degree Name
Bachelor of Science
Department
Chemistry
First Advisor
Dr. C. Wade Downey
Second Advisor
Dr. John Gupton
Abstract
Zinc(II) bromide catalyzes the addition of terminal acetylenes to both saturated and unsaturated aldehydes in good to excellent yield at room temperature in the presence of trimethylsilyl trifluoromethanesulfonate (TMSOTf) and Hunig's base (i-Pr2NEt). No reaction is observed under similar conditions in the absence of TMSOTf. Desilylation of the initial product provides access to synthetically useful propargyllic alcohols.
Recommended Citation
Mahoney, Brian, "Trimethylsilyl trifluoromethanesulfonate-accelerated addition of catalytically generated zinc acetylides to aldehydes" (2009). Honors Theses. 630.
https://scholarship.richmond.edu/honors-theses/630