Self-Promoted Nucleophilic Addition of Hexafluoro-2-propanol to Vinyl Ethers

✍ Scribed by Andrea Di Salvo; Marc David; Benoît Crousse; Danièle Bonnet-Delpon

• Publisher: John Wiley and Sons
• Year: 2006
• Tongue: English
• Weight: 128 KB
• Volume: 348
• Category: Article
• ISSN: 1615-4150
• DOI: 10.1002/adsc.200505260

✦ Synopsis

Abstract

In spite of its low nucleophilicity, hexafluoro‐2‐propanol easily adds to vinyl ethers, without catalyst, to afford a range of hexafluoroisopropyloxy acetals. This addition reaction also occurred in the presence of a competitive, more nucleophilic alcohol. Kinetic studies showed the importance of hydrogen bond parameters in the rate and course of the reaction.