Silica-Supported Phosphomolybdic Acid Catalyst for the Ferrier Reaction

Significance

A recyclable silica-supported phosphomolybdic acid catalyst (PMA-SiO₂) promoting the Ferrier reaction was developed. PMA-SiO₂ was prepared from H₃PMo₁₂O₄₀ and silica gel in MeOH at room temperature. The Ferrier reaction of triacetyl glucal with allyltrimethylsilane by using the catalyst was performed at room temperature to give α-4,6-di-O-acetyl-2,3-unsaturated C-allyl glycoside in 89% yield. The catalyst was reused five times without loss of catalytic activity. Eighteen examples of the Ferrier reaction with various nucleophiles such as alcohols and thiols were demonstrated (84-94% yield).