Lewis acid catalyzed room-temperature Michaelis-Arbuzov rearrangement

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Abstract

The taming of the shrew! For the first time, a broadly applicable efficient room-temperature Arbuzov rearrangement is described. This reaction is accomplished through an atom-economical Lewis acid catalyzed process (see scheme, TMSOTf=trimethylsilyl trifluoromethane-sulfonate). The method has been generalized to primary and activated secondary phosphites, phosphinites, and phosphonites.

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Renard, P. Y., Vayron, P., Leclerc, E., Valleix, A., & Mioskowski, C. (2003). Lewis acid catalyzed room-temperature Michaelis-Arbuzov rearrangement. Angewandte Chemie - International Edition, 42(21), 2389–2392. https://doi.org/10.1002/anie.200250270

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