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An unusually easy [1,3]-migration of the PhS group in 3-methyl-4-phenylthiohept-2-en-1-ols

✍ Scribed by Natal’ya Ya. Grigor’eva; Paata G. Tsiklauri; Aleksei V. Buevich

Book ID
111730053
Publisher
Royal Society of Chemistry
Year
1998
Tongue
English
Weight
40 KB
Volume
8
Category
Article
ISSN
0959-9436

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✍ John S. Lomas 📂 Article 📅 1996 🏛 John Wiley and Sons 🌐 English ⚖ 315 KB 👁 1 views

When 2-(tert-alkyl)adamantan-2-ols (where the substituent is bi-or tricyclic) are thermolysed or the corresponding bromide is refluxed in pyridine, an unusual 1,3-elimination occurs, leading to 2,4dehydroadamantanes bearing the tert-alkyl substituent on the cyclopropane system.