84315-07-1Relevant academic research and scientific papers
Processes for the manufacture of acrolein
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, (2008/06/13)
Processes are disclosed for the conversion of propylene to acrolein in the presence of propane. The processes utilize oxygen and recycle propane to the acrolein reactor. Process feeds can comprise, propane, propylene or mixtures thereof. The presence of propane in the propylene-to-acrolein reaction can enhance the efficiency of the processes.
Cycloadditions, 55: Substituent effects in tandem intramolecular silyl nitronate olefin cycloadditions (ISOC) leading to functionalized tetrahydrofurans
Hassner, Alfred,Friedman, Oded,Dehaen, Wim
, p. 587 - 594 (2007/10/03)
The intramolecular silyl nitronate olefin cycloaddition (ISOC) leading to substitued, fused-ring tetrahydrofurans 6 was examined with regard to optimum conditions and substituent effects. The required unsaturated nitro ethers 3 resulted from low-temperature, base-mediated Michael addition of allyl alcohols 2 to nitroolefins 1, followed by conversion to unsaturated silyl nitronates 4. Cycloaddition of the latter and elimination of silanol provided 6. One-pot tandem reactions, starting with nitroolefins 1 and allyl alcohols 2 and involving four steps, sometimes proceeded in better yields but often gave unexpected side products. Terminal olefinic electron-donating substituents (Me, MeO) increased the rate of cycloaddition, while an internal olefinic methyl substituent slowed down the reaction. In the case of nitronates possessing ester or nitrile moieties as terminal olefin substituents, tandem Michael addition to produce substituted furans 14, 15 occurred faster than trapping of the nitronate anion by TMSCl. VCH Verlagsgesellschaft mbH, 1997.
A chemoselective internal redox of allyl alcohols to saturated aldehydes or ketones
Trost, Barry M.,Kulawiec, Robert J.
, p. 3039 - 3042 (2007/10/02)
Cp(Ph3P)2RuCl efficiently isomerizes allyl alcohols to saturated aldehydes or ketones even in the presence of other olefins and saturated alcohols.
Synthesis of meso- and (+-)-2,2'-bis(carboxymethoxy)oxydiacetic acid via cis- and trans-2,5-(diallyloxy)-2,5-dihydrofuran: model compounds for the calcium complexation of oxidized sucrose
Nieuwenhuizen, M.S.,Kieboom, A.P.G.,Bekkum, H. van
, p. 339 - 342 (2007/10/02)
Cis- and trans-2,5-diallyloxy-2,5-dihydrofuran have been prepared by acid catalyzed transacetalization of 2,5-dimethoxy-2,5-dihydrofuran with allyl alcohol.As a by-product, 1,1,3-triallyloxypropane was formed from 2-allyloxy-2,5-dihydrofuran intermediates.The cis/trans configuration has been determined by NMR (chiral lanthanide shift reagent) and MS (elimination of allyl alcohol).Oxidation of the cis and trans compounds by potassium permanganate yielded meso- and (+-)-2,2'-bis(carboxymethoxy)oxydiacetic acid, respectively.The calcium sequestering properties of the latter compounds were superior to those of the acetal polycarboxylate obtained by sucrose oxidation.This is due to the extra steric hindrance encountered for the latter upon calcium complexation.
