The intramolecular alkylation of arenes by higher cyclic ethers provides a stereoefficient route to tetralins

✍ Scribed by David C. Harrowven; Richard F. Dainty

• Publisher: Elsevier Science
• Year: 1997
• Tongue: French
• Weight: 101 KB
• Volume: 38
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(97)01636-5

✦ Synopsis

Tetrahydrofurans and tetrahydropyrans tethered to arenes through a propyl chain readily undergo cyclisation to tetralins when exposed to titanium tetrachloride. The reaction has been shown to be highly stereospecific and an St,/2 type mechanism is implicated.