Tetrahedron p. 10093 - 10100 (1995)
Update date:2022-09-26
Topics:
Varea, Teresa
Medio, Mercedes
Ballesteros, Rafael
Oniga, Ovidiu
Asensio, Gregorio
The reaction of organolithium compounds with oxalyl derivatives and cyclic 1,2-dicarbonyl compounds leads to pinacols or ketones derived from homolytic C-C bond cleavage of the intermediate O,O-centered pinacol dianions depending on the ability of the substituents for the stabilisation of the resulting radical anion.The homolysis is induced by electrostatic repulsion of the negatively charged oxygen atoms.
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