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A novel and simple procedure for the enantiospecific synthesis of bridgehead norbornane thioethers and thiocyanates

✍ Scribed by Antonio Garcı́a Martı́nez; Enrique Teso Vilar; Florencio Moreno Jiménez; Ana Marı́a Álvarez Garcı́a; Patricia Pinilla Rodrı́guez

Book ID
104359531
Publisher
Elsevier Science
Year
2002
Tongue
English
Weight
185 KB
Volume
13
Category
Article
ISSN
0957-4166

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✦ Synopsis

An easy three-step route for the enantiospecific synthesis of novel 1-norbornyl thioethers and thiocyanates from readily available natural fenchone and camphor is described. The key step of the synthetic route is the nucleophilic substitution over the sulfenyl sulfur atom of the intermediate thiotriflates by the corresponding C-nucleophiles.

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