39477-43-5Relevant academic research and scientific papers
Titanium-Mediated Synthesis of Spirocyclic NH-Azetidines from Oxime Ethers
Behnke, Nicole Erin,Lovato, Kaitlyn,Yousufuddin, Muhammed,Kürti, László
supporting information, p. 14219 - 14223 (2019/09/06)
The TiIV-mediated synthesis of spirocyclic NH-azetidines from oxime ethers using either an alkyl Grignard reagent or terminal olefin ligand exchange coupling partner is described. Through a proposed Kulinkovich-type mechanism, a titanacyclopropane intermediate forms and serves as a 1,2-aliphatic dianion equivalent, inserting into the 1,2-dielectrophilc oxime ether to ultimately give rise to the desired N-heterocyclic four-membered ring. This transformation proceeds in moderate yield to furnish previously unreported and structurally diverse NH-azetidines in a single step.
