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, Università della Calabria, ponte
Bucci cubo 12/c, 87030 Arcavacata di Rende (Cs), Italy, Email: nardi
unical.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
