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The enantioselective total synthesis of (+)-desoxygaliellalactone was achieved in six steps starting from 4-
tert-butyldimethylsilyloxybutanal.This synthesis featured a one-pot copper-catalyzed methylenation-Diels-Alder cyclization. The challenging methylenation of aldehyde
4 wasstudied under various reaction conditions. Whereas Wittig reaction conditions led to byproducts resulting from decomposition of the sensitivebutenolide moiety, the mild copper-catalyzed methylenation reaction produced the desired triene in good yield.
