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

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García Martínez, Antonio and Teso Vilar, Enrique and Moreno Jiménez, Florencio and Álvarez García, Ana María (2006) A novel modification of the Ritter reaction: stereoselective synthesis of bridgehead-fused Δ2-norbornanethiazolines from thiocamphor and thiofenchone. Tetrahedron: Asymmetry, 17 (21). pp. 2970-2975. ISSN 0957-4166

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Official URL: https://doi.org/10.1016/j.tetasy.2006.11.003



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


Item Type:Article
Additional Information:

Received 18 September 2006, Accepted 2 November 2006, Available online 1 December 2006.

Uncontrolled Keywords:Ritter reaction; norbornanethiazolines
Subjects:Sciences > Chemistry > Chemistry, Organic
ID Code:71168
Deposited On:27 Jul 2022 11:07
Last Modified:03 Aug 2022 10:58

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