1047987-72-3Relevant academic research and scientific papers
Rearrangement of 2-hydroxyalkylazetidines into 3-fluoropyrrolidines
Drouillat, Bruno,Couty, Fran?ois,David, Olivier,Evano, Gwilherm,Marrot, Jérome
experimental part, p. 1345 - 1348 (2009/04/06)
Upon treatment with DAST (diethylaminosulfur trifluoride) enantiopure 2-hydroxyalkylazetidines rearrange into 3-fluoropyrrolidines. The reaction is stereospecific and involves a bicyclic 1-azoniabicyclo[2.1.0]pentane intermediate which is regioselectively opened by a fluoride anion. Georg Thieme Verlag Stuttgart.
