127897-49-8Relevant articles and documents
SYNTHESIS OF α-DAMASCONE AND 1-(2,6,6-TRIMETHYL-2-TETRAHYDROPYRANYL)-2-ALKEN-1-ONES
Erman, M. B.,Pribytkova, I. M.,Gulyi, S. E.,Bogomolova, O. A.,Cherkaev, G. V.,et al.
, p. 2294 - 2301 (2007/10/02)
α-Damascone was obtained by the reaction of α-cyclocitral with allyl bromide in the presence of zinc, followed by oxidation of the obtained alcohol with chromic acid to the ketone and isomerization of the latter with triethylamine as catalyst.The analogous synthesis of β-damascone from 1-(4,6,6-trimethyl-1,3-cyclohexadienyl)-2-buten-1-one was impossible on account of complications at the oxidation stage.The rearrangement of the acetylenic alcohols with polyvanadioorganosiloxane as catalyst led to 1-(2,6,6-trimethyl-2-tetrahydropyranyl)-2-alken-1-ones.