153729-83-0Relevant articles and documents
Synthesis of Chiral Selenazolines from N-Acyloxazolidinones via a Selenative Rearrangement of Chiral Cyclic Skeletons
Shibahara, Fumitoshi,Fukunaga, Tomoki,Kubota, Saki,Yoshida, Akihito,Murai, Toshiaki
supporting information, p. 5826 - 5830 (2018/09/25)
A synthetic route to chiral selenazolines from readily available N-acyloxazolidinones via a selenative rearrangement of a chiral cyclic skeleton is reported. The reaction proceeds in the presence of elemental selenium, a hydrochlorosilane, and an amine. A
Decarboxylative isomerization of N-Acyl-2-oxazolidinones to 2-oxazolines
May, Aaron E.,Willoughby, Patrick H.,Hoye, Thomas R.
, p. 3292 - 3294 (2008/09/20)
(Chemical Equation Presented) N-Acyl-2-oxazolidinones are ring-opened by lithium iodide and decarboxylated in the presence of a mild proton source. Further reaction with an amine base provides 2-oxazolines. The transformation is general for oxazolidinones unsubstituted in the 5 position and occurs under mild conditions (25-50°C). These results complement the existing methods for this transformation by allowing lower temperatures and/or avoiding metal catalysts.