Abstract

Deprotonation then electrophilic quench of the lactone derived from the Diels–Alder addition adduct of anthracene and maleic anhydride gave α-substituted lactones in good yield. Of particular note was the reaction with chlorotrimethylsilane which gave only the C-silylated product. Flash vacuum pyrolysis (FVP) of the alkylated products afforded 3-substituted furan-2(5 H)-ones in good overall yield.

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