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Efficient regio- and stereoselective ring opening of epoxides with alcohols, acetic acid and water catalyzed by ammonium decatungstocerate(IV)

Valiollah Mirkhani*, Shahram Tangestaninejad, Bahram Yadollahi and Ladan Alipanah

*Chemistry Department, Isfahan University, Isfahan 81746-73441, Iran, Email: mirkhanisci.ui.ac.ir

V. Mirkhani, S. Tangestaninejad, B. Yadollahi, L. Alipanah, Tetrahedron, 2003, 59, 8213-8218.

DOI: 10.1016/j.tet.2003.08.018


Abstract

Epoxides can be cleaved in a regio- and stereoselective manner under neutral conditions with water, alcohols and acetic acid in the presence of catalytic amounts of decatungstocerate(IV) ion, affording the corresponding diols, β-alkoxy and β-acetoxy alcohols in high yields.

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Key Words

catalysis, ring opening, epoxides, alcohols, hydrolysis, diols, β-hydroxy ethers


ID: J72-Y2003-890