Tetrahedron p. 11883 - 11890 (1995)
Update date:2022-08-02
Topics:
Almena, Juan
Foubelo, Francisco
Yus, Miguel
The reaction of 3-bromo or 3-chloropropyl tert-butyl thioether (1a or 1'a) with and excess of lithium powder and a catalytic amount of naphthalene (2.5 mol percent) in THF at -78 deg C followed by treatment with an electrophile (H2O, D2O, Me2S2, CO2) at the same temperature leads, after hydrolysis, to the expected products 2.ALternatively the process can be carried out under Barbier-type reaction conditions
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