133985-95-2

Upstream product

• 105623-17-4 (Z)-N-(2-methylpropylidene)benzylamine N-oxide 
• 27607-77-8 trimethylsilyl trifluoromethanesulfonate 
• 24850-33-7 allyltributylstanane 
• 75-77-4 chloro-trimethyl-silane 
• 198694-24-5 N-Benzyl-N-(1-isopropyl-but-3-enyl)-hydroxylamine 

Downstream Products

• 133986-01-3 trans-(2-phenylmethyl)-3-(α-methylethyl)-5-(iodomethyl)isoxazolidine 
• 133986-01-3 cis-(2-phenylmethyl)-3-(α-methylethyl)-5-(iodomethyl)isoxazolidine 

Relevant academic research and scientific papers

Trimethylsilyl triflate promoted addition of allyltributylstannanc to aldonitrones; one-pot synthesis of 5-iodomethylisoxazolidines

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

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