Categories: C-O Bond Formation >
Synthesis of β-hydroxy ethers
Recent Literature
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.
R. Dalpozzo, M. Nardi, M. Oliverio, R. Paonessa, A. Procopio, Synthesis, 2009,
3433-3438.
Epoxides undergo rapid ring opening with a range of alcohols in the presence of
catalytic amount of carbon tetrabromide under mild and convenient conditions to
afford the corresponding β-alkoxy alcohols and 1,2-diols in high yields with
high regioselectivity.
J. S. Yadav, B. V. S. Reddy, K. Harikishan, Ch. Madan, A. V. Narsaiah,
Synthesis, 2005, 2897-2900.
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.
V. Mirkhani, S. Tangestaninejad, B. Yadollahi, L. Alipanah, Tetrahedron,
2003, 59, 8213-8218.