- Synthesis of Chiral Selenazolines from N-Acyloxazolidinones via a Selenative Rearrangement of Chiral Cyclic Skeletons
-
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
- Shibahara, Fumitoshi,Fukunaga, Tomoki,Kubota, Saki,Yoshida, Akihito,Murai, Toshiaki
-
supporting information
p. 5826 - 5830
(2018/09/25)
-
- Palladium-catalyzed fluorocarbonylation using N-formylsaccharin as CO source: General access to carboxylic acid derivatives
-
N-Formylsaccharin, an easily accessible crystalline compound, has been employed as an efficient CO source in Pd-catalyzed fluorocarbonylation of aryl halides to afford the corresponding acyl fluorides in high yields. The reactions use a near-stoichiometric amount of the CO source (1.2 equiv) and tolerate diverse functional groups. The acyl fluorides obtained could be readily transformed into various carboxylic acid derivatives such as carboxylic acid, esters, thioesters, and amides in a one-pot procedure.
- Ueda, Tsuyoshi,Konishi, Hideyuki,Manabe, Kei
-
p. 5370 - 5373
(2013/11/06)
-
- Decarboxylative isomerization of N-Acyl-2-oxazolidinones to 2-oxazolines
-
(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.
- May, Aaron E.,Willoughby, Patrick H.,Hoye, Thomas R.
-
p. 3292 - 3294
(2008/09/20)
-