Abstract

Benzodioxolediones (2c-e) undergo high-yield conversion to cyclopentenones (3c-e) in K 2 CO 3 /MeOH at room temperature, while analogs (2a) and (2b) yield exclusively cyclohexadiene carboxylates (la and 1b) under these conditions. Isolation of intermediate 6(R,R'=Me R=Ph) from the reaction of 2c with K 2 CO 3 /MeOH at 5-10°C suggests that 3 is formed in a process triggered by attack of OMe ( - ) at the ester carbonyl of 2.

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