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Date of Award
Restricted Thesis: Campus only access
Bachelor of Science
Dr. C. Wade Downey
Dr. John Gupton
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.
Mahoney, Brian, "Trimethylsilyl trifluoromethanesulfonate-accelerated addition of catalytically generated zinc acetylides to aldehydes" (2009). Honors Theses. 630.