Ketones, amides, and thioesters form enol silanes and add to N-phenylnitrones in one pot in the presence of trimethylsilyl trifluoromethanesulfonate and trialkylamine. The reaction is general to a range of silyl trifluoromethanesulfonates and N-phenylnitrones. The b-(silyloxy)amino carbonyl products are stable to chromatography and can be isolated in 63-99% yield.

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Copyright © 2013, Wiley-VCH. The definitive version is available at:

DOI: 10.1002/ejoc.201300691

Full Citation:

Downey, C. Wade, Carolyn M. Dombrowski, Erin N. Maxwell, Chelsea L. Safran, and Odeamea A. Akomah. "One-Pot Enol Silane Formation-Mukaiyama–Mannich Addition of Ketones, Amides, and Thioesters to Nitrones in the Presence of Trialkylsilyl Trifluoromethanesulfonates." European Journal of Organic Chemistry 2013, no. 25 (September 2013): 5716-720. doi:10.1002/ejoc.201300691.