133986-01-3Relevant academic research and scientific papers
Trimethylsilyl triflate promoted addition of allyltributylstannanc to aldonitrones; one-pot synthesis of 5-iodomethylisoxazolidines
Gianotti, Massimo,Lombardo, Marco,Trombini, Claudio
, p. 1643 - 1646 (2007/10/03)
the trimethylsilyl triflate promoted allylation of nitrones with allyltributylstannane affords O-silylated hydroxylamines in high yield; when the crude reaction mixture is quenched with N-iodosuccinimide, 5-iodomethylisoxazolidines are formed in excellent yields. The overall one-pot two-step process represents a valuable improvement in terms of time, cost and overall yield with respect to the previously reported three stage procedure involving nitrone allylation, hydroxylamine O-silylation, and iodocyclisation.
A New Route to 3,5-Disubstituted Isoxazolidines via the Iodocyclization of Homoallylic Hydroxylamines
Mancini, Fabrizio,Piazza, Maria Giulia,Trombini, Claudio
, p. 4246 - 4252 (2007/10/02)
N,N-Dialkyl-O-trialkylsilyl homoallylic hydroxylamines reacted with iodine, N-iodosuccinimide, or iodine chloride to give 3,5-disubstituted isoxazolidines in good yield.The relative configuration that was generated at C3 and C5 was controlled by the natur
