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Author

Brian Mahoney

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.

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