Preparation of β-Keto Ester Acetals by Reaction of Ortho Esters With Ketene Silyl Acetals in the Presence of Titanium Tetrachloride

Abstract

Reaction of 2-ethoxy-2-methyl-1,3-dioxolan (1c) with 1-methoxy-1-trimethylsilyloxyethene (4a) in dichloromethane in the presence of titanium tetrachloride gave 62% of methyl 2-(2′-methyl-1′,3′-dioxolan-2′-yl)acetate (5a). Similarly, reaction of (1c) with l-methoxy-1-trimethylsilyloxyprop-1-ene (4b) afforded 73% of methyl 2-(2′-methyl-1′,3′-dioxolan-2′-yl) propanoate (5b).