Further Utilization of Mucohalic Acids: Palladium-Free, Regioselective Etherification and Amination of α,β-Dihalo γ-Methoxycarbonyloxy and γ-Acetoxy Butenolides

Abstract

Palladium-free etherification and amination of mucohalic acid methyl carbonates 1e (3,4-dichloro-5-methoxycarbonyloxy-5H-furan-2-one) and 1f (3,4-dibromo-5-methoxycarbonyloxy-5H-furan-2-one) and mucochloric acid acetate 1h (3,4-dichloro-5-acetoxy-5H-furan-2-one) was achieved to afford gamma-functionalized alpha,beta-unsaturated gamma-butyrolactones in good to excellent yield. [reaction: see text]