K. Griesbaum et Yx. Dong, OZONE CHEMISTRY OF ACETYLENES - TRAPPING OF ALPHA-OXO CARBONYL OXIDESBY METHANOL AND STABILIZATION OF ALPHA-OXO HYDROPEROXIDES BY DERIVATIZATION, Liebigs Annalen, (4), 1997, pp. 753-756
Ozonolyses of four symmetrically substituted (13a-13d) and of four uns
ymmetrically substituted acetylenes (17a-17d) gave all of the expected
alpha-oxo methoxyhydroperoxides (14a-14d, 18ae-18de, 19ae-19de) with
good selectivities. The labile, non-isolable hydroperoxides were conve
rted into the corresponding O-methyl oximes (15, 18f, 19f), which coul
d be isolated as stable compounds.