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

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https://doi.org/10.1016/j.tetasy.2006.11.003
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Publication Date
2006-11-17
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García Martínez, Antonio
Teso Vilar, Enrique
Álvarez García, Ana María
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Elsevier
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Abstract
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 reaction
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Received 18 September 2006, Accepted 2 November 2006, Available online 1 December 2006.
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Química orgánica (Química)
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2306 Química Orgánica
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https://hdl.handle.net/20.500.14352/52834
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