Abstract

Abstract Fecapentaene-12 1 displays an unexpected reactivity when treated with hydrochloric acid in aqueous solvents. Instead of forming the unsubstituted aldehyde 2,4,6,8-dodecatetraenal 2 , a completely different pathway is observed, resulting in the exclusive formation of 10-methoxy-2,4,6,8-dodecatetraenal 3a (methanol/water) or 10-hydroxy-2,4,6,8-dodecatetraenal 3b (tetrahydrofuran/water).

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