Methyl 3,3-difluoro-2-trimethylsilyloxyacrylate: preparation and Mukaiyama-type aldol condensation as a novel route to β,β-difluoro-α-keto ester derivatives

✍ Scribed by Biao Jiang; Xiaobing Zhang; Guoqiang Shi

• Book ID: 104251829
• Publisher: Elsevier Science
• Year: 2002
• Tongue: French
• Weight: 68 KB
• Volume: 43
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(02)01504-6

✦ Synopsis

Mukaiyama-type aldol condensation of arylaldehyde acetals occurs smoothly with methyl 3,3-difluoro-2-trimethylsilyloxyacrylate (derived from ethyl 3,3-difluoro-2-benzoylacrylate) when catalyzed by a Lewis acid, allowing preparation of 4-alkyloxy-3,3-difluoro-2-keto esters in high yields.