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High-Yielding and Rapid Carbon-Carbon Bond Formation from Alcohols: Allylation by Means of TiCl4

Alfred Hassner*, Chennakesava Reddy Bandi

*Department of Chemistry, Bar-Ilan University, Ramat-Gan 52900, Israel, Email: hassnabiu.ac.il

A. Hassner, C. R. Bandi, Synlett, 2013, 24, 1275-1279.

DOI: 10.1055/s-0033-1338746


Abstract

TiCl4 efficiently promotes the replacement of hydroxyl groups in tertiary, benzylic, and allylic alcohols, and even nonactivated secondary alcohols, by an allyl group in high yields. The reaction usually proceeds within minutes at room temperature.

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Key Words

allylation, alcohols, C-C bonds, allyltrimethylsilane, Lewis acid, titanium tetrachloride


ID: J60-Y2013