86905-77-3Relevant academic research and scientific papers
Highly-functionalized arene synthesis based on palladium on carbon-catalyzed aqueous dehydrogenation of cyclohexadienes and cyclohexenes
Yasukawa, Naoki,Yokoyama, Hiroki,Masuda, Masahiro,Monguchi, Yasunari,Sajiki, Hironao,Sawama, Yoshinari
supporting information, p. 1213 - 1217 (2018/03/28)
Transition metal-catalyzed dehydrogenation is a clean oxidation method requiring no additional oxidants. We have accomplished a heterogeneous Pd/C-catalyzed aqueous dehydrogenation of 1,4-cyclohexadienes and cyclohexenes to give the corresponding highly-functionalized arenes. Furthermore, various arenes could be efficiently constructed in a one-pot manner via a Diels-Alder reaction and the following dehydrogenation.
Solvate Ionic Liquids as Reaction Media for Electrocyclic Transformations
Eyckens, Daniel J.,Champion, Megan E.,Fox, Bronwyn L.,Yoganantharajah, Prusothman,Gibert, Yann,Welton, Tom,Henderson, Luke C.
supporting information, p. 913 - 917 (2016/03/01)
Solvate ionic liquids (SILs) consisting of lithium bis(trifluoromethylsulfonyl)imide dissolved in tri-or tetraglyme have recently emerged as a novel class of ionic liquids. Herein, the first use of solvate ionic liquids as a replacement for molecular solvents in electrocyclization reactions is reported. The SILs promoted both Diels-Alder and [2+2] cycloaddition reactions, compared to an appropriate molecular solvent, and 5 M lithium perchlorate in diethyl ether. The Gutmann acceptor number (AN) of these solvate ionic liquids has also been determined by 31P NMR spectroscopy to be 26.5, thus being modest Lewis acids.
Perfume systems
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Page/Page column 34, (2016/09/28)
The present application relates to perfume delivery systems and consumer products comprising perfume delivery systems and or perfume raw materials, as well as processes for making and using such perfume delivery systems and consumer products.
NOVEL ORGANOLEPTIC COMPOUNDS
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Paragraph 0068, (2013/07/31)
The present invention relates to novel compounds and their use in an olfactory acceptable amount in perfume compositions as flavor and/or fragrance enhancing agents and to methods of improving, enhancing or modifying a fragrance formulation comprising adding to a consumer composition an olfactory acceptable amount of any one or more of the novel compounds.
Syntheses of isomerically pure reference octalins and hydrindanes
Lee, Jun Hee,Kim, Woo Han,Danishefsky, Samuel J.
supporting information; experimental part, p. 5482 - 5484 (2010/01/18)
We describe herein the development of efficient and stereoselective synthetic routes to a range of cis- and trans-octalin and hydrindane target compounds.
Isotope effects and the distinction between synchronous, asynchronous, and stepwise Diels-Alder reactions
Singleton, Daniel A.,Schulmeier, Brian E.,Hang, Chao,Thomas, Allen A.,Leung, Shun-Wang,Merrigan, Steven R.
, p. 5149 - 5160 (2007/10/03)
A variety of symmetrical or nearly symmetrical Diels-Alder reactions are studied by a combination of experimental isotope effects, theoretical calculations, and rate observations. Becke3LYP calculations predicted highly asynchronous transition structures for Diels-Alder reactions of bis(boryl)acetylenes, dialkyl acetylenedicarboxylates, triazolinediones, and dialkyl maleates. Rate observations and kinetic isotope effects are consistent with these predictions, though the experimental support for the calculated structures is notably ambiguous in some cases. A concerted mechanism is supported for the retro-Diels-Alder reaction of norbornene. Overall, Diels-Alder reactions appear to be only very weakly biased toward synchronous transition states.
BISACYLATION OF THE ANHYDRIDE AND ESTERS OF 4-METHYL-1,2,3,4-TETRAHYDROPHTHALIC ACID
Dulenko, V. I.,Golyak, V. M.,Alekseev, N. N.,Gorenko, N. F.
, p. 1078 - 1081 (2007/10/02)
The bisacylation of the anhydride and esters of 4-methyl-1,2,3,4-tetrahydrophthalic acid by anhydrides of carboxylic acids in the presence of perchloric acid results in the formation of derivatives of 1,3-dialkyl-6,7-dicarboxy-5,6,7,8-tetrahydro-2-benzopy
CYCLOADDITION OF DICLOROKETENE WITH FUNCTIONALIZED CYCLOALKENES. SYNTHESIS OF BICYCLOOCTANONE-3-YL DERIVATIVES AND OF 3,4-DICARBOXYMETHOXY-1-METHYLBICYCLOOCTAN-7-ONE
Rosini, Goffredo,Ballini, Roberto,Zanotti, Valerio
, p. 1085 - 1090 (2007/10/02)
Dichloroketene reacts with some cycloalkenes in wich an ester function is in homoallylic or in an even more remote position with respect to sp2 carbon atoms.In fact acetate and benzoate of 3,5,5-trimethylcyclohex-3-en-1-ol and 1,2-dicarbomethoxy-4-methyl-cyclohex-4-ene undergo 2+2 cycloaddition of dichloroketene to produce the corresponding bicyclooctanone derivatives in 60-65percent yield.In the latter case the process occurs regiospecifically to give 3,4-dicarboxymethoxy-1-methylbicyclooctan-7-one as product after dechlorination.The Hassner zinc dehalogenation method of generating dichloroketene is the best procedure.
