SODIUM HYDROGEN TELLURIDE AS A USEFUL NUCLEOPHILIC REAGENT FOR THE CLEAVAGE OF EPOXIDES AND OF QUATERNARY AMMONIUM SALTS

DOI: 10.1016/S0040-4039(00)95051-2

Source and publish data:

Tetrahedron Letters p. 6197 - 6200 (1985)

Update date:2022-09-26

Topics:

Authors:

Barton, Derek H. R.

Fekih, Abdelwaheb

Lusinchi, Xavier

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Article abstract of DOI:10.1016/S0040-4039(00)95051-2

Sodium hydrogen telluride opens many epoxides cleanly by an SN₂ process to give telluro-alcohols, which by reduction with nickel boride afford alcohols.An intermediate telluro-alcohol was converted to olefin in high yield by treatment with p-toluene-sulphonyl chloride in pyridine.Quaternary ammonium salts are also cleaved efficiently by sodium hydrogen telluride.

Full text of DOI:10.1016/S0040-4039(00)95051-2

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