Abstract
Starting from citraconic anhydride ( 3 ) a facile four-step synthesis of deoxyellipsoidone 8 has been reported with 37% overall yield. An elegant six-step access to naturally occurring cytotoxic ellipsoidone A ( 1 ) and ellipsoidone B ( 2 ) has been reported with good overall yields, via the conversion of itaconic anhydride ( 9 ) to the acetoxymethylmaleic anhydride ( 11 ), regioselective sodium borohydride reduction of anhydride 11 to acetoxymethylbutyrolactone 12 , Knoevenagel condensation of lactone 12 with 5-methylfurfural, selenium dioxide induced oxidation of the formed butenolide 13 and an Amano PS catalyzed deacylation of the formed diacetoxybutenolide 14 as a pathway.
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