Ring-Opening of 1-CF3-Substituted Epoxy Ethers with Carboxylic, Thiocarboxylic, and Phosphinic Acids in Basic Medium and in Hexafluoro-2-propanol

✍ Scribed by Jernej Iskra; Danièle Bonnet-Delpon; Jean-Pierre Bégué

• Publisher: John Wiley and Sons
• Year: 2002
• Tongue: English
• Weight: 202 KB
• Volume: 2002
• Category: Article
• ISSN: 1434-193X
• DOI: 10.1002/1099-0690(200210)2002:20<3402::aid-ejoc3402>3.0.co;2-m

✦ Synopsis

Ring-opening of 1-CF 3 -substituted epoxy ethers with carboxylic acids was achieved in Et 3 N as solvent, and α-CF 3 -substituted acyloins and corresponding esters were obtained in good yields. In hexafluoro-2-propanol (HFIP) as solvent, the carboxylic acids acted as nucleophiles, and α-carbonyloxy trifluoromethyl ketones were isolated in good yields. After reduction, CF 3 -substituted glycols were obtained as monoes- [a] BIOCIS UPRES-A