110317-65-2Relevant academic research and scientific papers
Ring-opening of isoxazolidine nucleus: Competitive formation of α,β-enones and tetrahydro-1,3-oxazines
Casuscelli, Franco,Chiacchio, Ugo,Rescifina, Antonio,Romeo, Roberto,Romeo, Giovanni,Tommasini, Silvana,Uccella, Nicola
, p. 2979 - 2990 (2007/10/02)
Treatment of isoxazolidine derivatives with methyl iodide, followed by simple heating with aqueous NaOH, gives rise to a competitive formation of α,β-enones and tetrahydro-1,3-oxazines. The ring-opening process is controlled by the stereochemistry of H5 which represents the driving factor of two competitive reaction routes.
N,O-Heterocycles, 24. Novel Approach to the Ring-Opening Reaction of Isoxazolidinium Salts to 1,3-Amino Alcohols
Liguori, Angelo,Romeo, Giovanni,Sindona, Giovanni,Uccella, Nicola
, p. 105 - 110 (2007/10/02)
Substituted isoxazolodinium salts 6-14 undergo ring-opening reaction when treated with lithium iodide to yield 1,3-amino alcohols 15-23 having multiple chiral centres.The overall process proceeds through a probable single-electron-transfer mechanism with
