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Date of Award
Restricted Thesis: Campus only access
Bachelor of Science
Biochemistry & Molecular Biol.
Dr. C. Wade Downey
Allyl propionates are readily ionized by trimethylsilyl trifluoromethanesulfonate to provide allyl carbocations. In the same reaction mixture, ketones can be transformed into enol silanes if an amine base is present. With the formation of carbocations and enol silane in one pot, an SN1 reaction occurs to yield the g,d-unsaturated ketone products. Selectivity for unsymmetrical allyl carbocations is influenced by electronic effects induced by substituents on the enol silane and the carbocation.
Zhong, Hanyu, "Direct Allylation of Ketones with Trimethylsilyl Trifluoromethanesulfonate and Triethylamine" (2021). Honors Theses. 1536.
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