DOI
10.1002/ejoc.201300691
Abstract
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.
Document Type
Post-print Article
Publication Date
9-2013
Publisher Statement
Copyright © 2013, Wiley-VCH. The definitive version is available at: http://onlinelibrary.wiley.com/journal/10.1002/%28ISSN%291099-0690.
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.
Recommended Citation
Downey, C. Wade; Dombrowski, Carolyn M.; Maxwell, Erin N.; Safran, Chelsea L.; and Akomah, Odamea A., "One-Pot Enol Silane Formation-Mukaiyama–Mannich Addition of Ketones, Amides, and Thioesters to Nitrones in the Presence of Trialkylsilyl Trifluoromethanesulfonates" (2013). Chemistry Faculty Publications. 10.
https://scholarship.richmond.edu/chemistry-faculty-publications/10