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Erbium(III) Triflate is a Highly Efficient Catalyst for the Synthesis of β-Alkoxy Alcohols, 1,2-Diols and β-Hydroxy Sulfides by Ring Opening of Epoxides

Renato Dalpozzo, Monica Nardi*, Manuela Oliverio, Rosina Paonessa, Antonio Procopio

*Dipartimento di Chimica, UniversitÓ della Calabria, ponte Bucci cubo 12/c, 87030 Arcavacata di Rende (Cs), Italy, Email: nardiunical.it

R. Dalpozzo, M. Nardi, M. Oliverio, R. Paonessa, A. Procopio, Synthesis, 2009, 3433-3438.

DOI: 10.1055/s-0029-1216956


Abstract

Epoxides can be opened under neutral conditions with alcohols and thiols in the presence of a catalytic amount of erbium(III) triflate, affording the corresponding β-alkoxy alcohols and β-hydroxy sulfides in high yields. In water, epoxide ring opening occurs to produce the corresponding diols in good yields.

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Key Words

epoxides, diols, β-hydroxy ethers, sulfides, Lewis acids, nucleophilic additions, ring opening, green chemistry


ID: J66-Y2009-2870