134236-15-0Relevant academic research and scientific papers
PREPARATION OF CYCLIC ETHER ACETALS FROM 2-BENZENESULPHONYL DERIVATIVES: A NEW MILD GLYCOSIDATION PROCEDURE
Brown, Dearg S.,Ley, Steven V.,Vile, Sadie
, p. 4873 - 4876 (1988)
Several alcohols ranging from hindered to those containing chemically sensitive groups react with 2-benzenesulphonyl cyclic ethers in the presence of magnesium bromide etherate and sodium bicarbonate to give good yields of the corresponding acetals.
Selective monotetrahydropyranylation of symmetrical diols catalyzed by ion-exchange resins
Nishiguchi, Takeshi,Fujisaki, Shizuo,Kuroda, Masahumi,Kajisaki, Kohtaro,Saitoh, Masahiko
, p. 8183 - 8187 (2007/10/03)
Primary and secondary symmetrical diols with 2-10 carbon atoms gave selectively monotetrahydropyranyl ethers in the reaction catalyzed by wet sulfonic acid-type ion-exchange resins in 3,4-dihydro-2H-pyran (DHP)/toluene or DHP/hexane. The yields of the monoethers were higher than 80% while those of the corresponding diethers were lower than 5%. In these reactions the rate of the formation of the diethers did not increase much even after most of the diols had been consumed. In the reaction of 1,10-decanediol in DHP/hexane, the yields of the monoether were increased by the addition of DMF or DMSO. Each diol was found to have a particular DHP/hydrocarbon ratio that gave the highest selectivity for the monoether. Generally, the larger the number of carbon atoms of the diols, the smaller the ratio of DHP in the solvents to give high selectivity for the monoether. This method of the selective etherification is quite simple and practical.
Use of 2-phenylsulphonyl cyclic ethers in the preparation of tetrahydropyran and tetrahydrofuran acetals and in some glycosidation reactions
Brown, Dearg S.,Ley, Steven V.,Vile, Sadie,Thompson, Mervyn
, p. 1329 - 1342 (2007/10/02)
2-Phenylsulphonyl cyclic ethers undergo facile displacement of the sulphonyl group by alcohols, in the presence of magnesium bromide etherate and sodium bicarbonate in tetrahydrofuran, to give goodyields of the corresponding acetals.
