A novel modification of the Ritter reaction: stereoselective synthesis of bridgehead-fused Δ2-norbornanethiazolines from thiocamphor and thiofenchone

García Martínez, AntonioTeso Vilar, EnriqueMoreno Jiménez, FlorencioÁlvarez García, Ana María2023-06-202023-06-202006-11-170957-4166doi.org/10.1016/j.tetasy.2006.11.003https://hdl.handle.net/20.500.14352/52834Received 18 September 2006, Accepted 2 November 2006, Available online 1 December 2006.An easy two-step route for the stereoselective synthesis of novel bridgehead-fused norbornanethiazolines from readily available natural camphor and fenchone is described. The key step of the synthetic route is the highly stereoselective trapping of 1-(trifluoromethylsulfonylthio)-2-norbornyl cations by nitriles followed by intramolecular cyclization, which constitutes a new modification of the Ritter reactionengA novel modification of the Ritter reaction: stereoselective synthesis of bridgehead-fused Δ2-norbornanethiazolines from thiocamphor and thiofenchonejournal articlehttps://doi.org/10.1016/j.tetasy.2006.11.003restricted access547.1Ritter reactionnorbornanethiazolinesQuímica orgánica (Química)2306 Química Orgánica