Tetrahedron p. 5089 - 5094 (1987)
Update date:2022-08-16
Topics:
Wilen, Samuel H.
Delguzzo, Luciano
Saferstein, Richard
The reaction of diol diacetates with anhydrous aluminium chloride at ca 100° leads to displacement of only one of the acetoxy groups by chlorine. An oxygen-18 label study has shown that these displacements take place via acetoxonium intermediates and has provided direct evidence for the intervention of a seven-membered ring acetoxonium ion in the displacement of acetate by chlorine in 1,4-butanediol diacetate.
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