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-2 H-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 ...
[Nishiguchi, Takeshi; Kuroda, Masahumi; Saitoh, Masahiko; Nishida, Akiko; Fujisaki, Shizuo Journal of the Chemical Society, Chemical Communications, 1995 , # 24 p. 2491 - 2492]