935-61-5Relevant academic research and scientific papers
Direct Oxidation of Cyclopropanated Cyclooctanes as a Synthetic Approach to Polycyclic Cyclopropyl Ketones
Sedenkova, Kseniya N.,Andriasov, Kristian S.,Stepanova, Svetlana A.,Gloriozov, Igor P.,Grishin, Yuri K.,Kuznetsova, Tamara S.,Averina, Elena B.
, p. 879 - 884 (2018/02/27)
A series of polycyclic hydrocarbons containing cyclopropane moieties 1,2-annelated or spiro-condensed with a cyclooctane ring were investigated under oxidative conditions. Four oxidizing systems (O3 on SiO2, a dioxirane derived from trifluoroacetone, CrO3, and RuO4, generated in situ), were tested to evaluate and compare their reactivity and usefulness. RuO4 was found to be the best of them, considering its oxidative power together with the simple operating procedure. Conditions for the specific oxidation of polycyclic hydrocarbons were found. New cyclooctane derivatives containing cyclopropyl carbonyl moieties were obtained.
Design and synthesis of violet odorants with bicyclo[6.4.0]dodecene and bicyclo[5.4.0]undecene skeletons
Kraft, Philip
, p. 695 - 703 (2007/10/03)
The Diels-Alder reaction of 1,2-bis(methylene)cyclooctane (13), 4- methylenespiro[2.7]decane (29), 4-methylenespiro[2.6]nonane (40) and 4- methylenespiro[2.7]dec-8-ene (46) with different α,β-unsaturated carbonyl compounds afforded various derivatives 16, 18, 20, 22, 24, 26, 32, 36, 38, 41, 42 and 47 of a molecular-modeled lead compound 9. These less flexible β- ionone-mimics with bicyclo[6.4.0]dodecene and bicyclo[5.4.0]undecene skeletons possess interesting fruity-woody-floral odor notes and provide insight into the structure-odor correlation of violet odorants. 5-(2- Methylcycloalk-1-en-1-yl)hex-3-en-2-ones (e.g. 35) were identified as byproducts of the Rh(I)-catalyzed reactions of the vinylcyclopropanes 29 and 40.
2-CHLOROETHYL DIMETHYL SULFONIUM IODIDE.
Ruder, Suzanne M.,Ronald, Robert C.
, p. 5501 - 5504 (2007/10/02)
Ketones are readily spiroannelated by 2-chloroethyldimethyl sulfonium iodide 1 in the presence of t-butoxide anion in t-butanol.The procedure affords a simple one step spirocyclopropanation of ketones in good yields.
