10299-35-1Relevant academic research and scientific papers
Ring opening of cyclic ethers by sulfuric acid - Acetic anhydride
Tanoue,Hamada,Kai,Nagai,Sakata,Hashimoto,Morishita
, p. 1351 - 1353 (2000)
Cyclic ethers such as tetrahydrofuran or tetrahydropyran were easily cleaved at room temperature by sulfuric acid - acetic anhydride providing the corresponding diacetoxyalkanes in good yield. The ring opening was applicable to saturated cyclic ethers, regardless of the presence of substituent groups.
Sulfamic acid as a cost-effective catalyst instead of metal-containing acids for acetolysis of cyclic ethers
Wang, Bo,Gu, Yanlong,Gong, Weizhong,Kang, Yuru,Yang, Liming,Suo, Jishuan
, p. 6599 - 6602 (2004)
Sulfamic acid has been used as an efficient catalyst for acetolysis reaction of THF to produce 1,4-diacetoxybutane. This method is applicable also to the acetolysis of other cyclic ethers, such as methyl substituted THF and tetrahydropyran and 1,4-dioxane. Sulfamic acid has been used as an efficient catalyst and green alternative for metal-containing acidic materials to promote the acetolysis reaction of THF to produce 1,4-diacetoxybutane. This method is also applicable to the acetolysis of other cyclic ethers, such as methyl substituted THF and tetrahydropyran and 1,4-dioxane, which is less reactive.
Double asymmetric hydrogenation of conjugated dienes: a self-breeding chirality route for C2 symmetric 1,4-diols
León, Félix,Francos, Javier,López-Serrano, Joaquín,García-Garrido, Sergio E.,Cadierno, Victorio,Pizzano, Antonio
, p. 786 - 789 (2019/01/21)
The synthesis and double asymmetric hydrogenation of (Z,Z)-1,3-diene-1,4-diyl diacetates is described. In this reaction C2/meso ratios up to 85?:?15 and enantioselectivities up to 97% ee have been achieved. As the hydrogenation products can be
Lewis acid catalyzed acylation reactions: Scope and limitations
Chandra, Kusum L,Saravanan,Singh, Rajesh K,Singh, Vinod K
, p. 1369 - 1374 (2007/10/03)
Acylation of alcohols, thiols, and sugars were studied with a variety of Lewis acids, and it was found that Cu- and Sn(OTf)2 are very efficient in catalyzing the reaction under mild conditions. Among these two catalysts, Cu(OTf)2 was preferred because of its lower cost and relatively higher yield of the acylated product. The reaction was studied in several solvents, but CH2Cl2 was preferred. It was also observed that the present method is suitable for acylation of tertiary alcohols. Sugars were also acylated without any epimerization at the anomeric center. It is further shown here that this method is also suitable for selective acylation of primary or secondary alcohols over tertiary ones.
Acetyl transfer reactions on AlPO4-Al2O3
Costa, Antonio,Riego, Juan Martin
, p. 2327 - 2328 (2007/10/02)
An efficient acetylation of alcohols and aliphatic amines promoted by the AlPO4-Al2O3/ethyl acetate system is described.The solid catalist acts, at least in part, as the acetyl carrier.
