REACTION OF ACETYLENIC GAMMA-GLYCOLS .33. LIMITATIONS IN THE SYNTHESIS OF BIS-[3]-CUMULENES

It has been shown that the occurrence of at least one Ph(Me)C(OH)- moi ety and two phenyl substituents (R(1) = R(2) = Ph) is necessary to obt ain linear bis-butatriene from an acetylenic gamma-glycol of the R(1)R (2)C(OH)C=CC(OH) (Me)Ph type. The introduction of a t-Bu group (R(1), R(2) = Ph or R(1) = R(2) = t-Bu) diminishes possibility of dimerizatio n of the intermediate compounds and causes formation of acetylenic ket ols. The structure of the compounds studied was determined spectrally, among others by comparison with C-13 NMR spectra recorded for fourtee n acetylenic 1,4-diols.