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Date of Award
Master of Science (MS)
O'Neil, Gregory (Gregory W.)
Vyvyan, James R.
Antos, John M.
Herein, we report new allylation reactions using ring-strained allylalkoxysiletanes. These reactions can achieve high yield and have high chemoselectivity, as evidenced by carefully designed substrates. Based on previous evidence, we propose that the reaction proceeds through an exchange mechanism, where first the alkoxy group of the siletane exchanges with the hydroxyl group of the substrate, followed by coordination of the substrate carbonyl to the siletane, and then intramolecular allylation of the carbonyl.
silanes, carbonyl, allylation, chemoselective
Western Washington University
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Cummins, Elizabeth J. (Elizabeth Jane), "New Reactions of Ring Strained Allyl Silanes" (2018). WWU Graduate School Collection. 749.