Selective monotetrahydropyranylation of symmetrical diols catalyzed by ion-exchange resins

T Nishiguchi, S Fujisaki, M Kuroda…

Index: Nishiguchi, Takeshi; Fujisaki, Shizuo; Kuroda, Masahumi; Kajisaki, Kohtaro; Saitoh, Masahiko Journal of Organic Chemistry, 1998 , vol. 63, # 23 p. 8183 - 8187

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Citation Number: 5

Abstract

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 ...