39872-57-6Relevant academic research and scientific papers
Facile synthesis of isodamascone and its analogs
Rangnekar, Dinesh W.,Kulkarni, Vikas S.,Ranade, Prasad V.,Sabnis, Ram W.
, p. 425 - 430 (2007)
Synthesis of isodamascone and its analogs, the commercially important aroma compounds, have been accomplished from the readily available 1,5,5-trimethyl-2-cyclohexen-1-ol via a short, facile, and simple sequence of reactions in excellent yield. Copyright Taylor & Francis Group, LLC.
Photochemistry of dienones. Part 12. Photochemistry of (E)-α- and (E)-β-damascone
Visser, Cornelis P.,Cerfontain, Hans
, p. 307 - 311 (2007/10/02)
The photochemistry of (E)-α- and (E)-β-damascone has been studied.Upon triplet-sensitized irradiation, both compounds exclusively undergo (E)-(Z) isomerization. (E)-β-damascone, upon direct irradiation with λ 254, 300 or 350 nm in non-alcoholic solvents, exhibits only (E)-(Z) isomerization.However, in an alcoholic solvent, direct irradiation induces cyclization and subsequent solvent incorporation, with formation of exo-8-alkoxy-1,5,5-endo-9-tetramethyl-cis-bicyclononan-7-one (12). (E)-α-damascone, upon direct irradiation, exhibits α-cleavage with subsequent formation of the 1,3-acyl shift product, and equal amounts of the dimerization products of the allylic radical, viz. 9 and 10.The 1,3-acyl shift product again undergoes photo-α-cleavage and the only products, upon prolonged irradiation, are the bicyclohexenyls 9 and 10.
