HYDROXY-FUNCTIONALIZED CONJUGATED NITROOLEFINS AS IMMEDIATE PRECURSORS OF SPIROKETALS - A NEW SYNTHESIS OF 1,7-DIOXASPIRO[5.5]UNDECANE AND (E)-2-METHYL-1,7-DIOXASPIRO[5.6]DODECANE

The syntheses of 1,7-dioxaspiro[5.5]undecane 6a, the major component of sex pheromones of the fruit fly (Dacus oleae), and (E)-2-methyl-1,7-dioxaspiro[5.6]dodecane 6b, a component of the pheromone of Andrena haemorrhoa, have been achieved in two steps in 64 and 66% yields respectively.