The mechanism of catalytic enantioselective fluorination: Computational and experimental studies

A parallel orientation between the coordinated substrate enolate and a face-on naphthyl group of the TAD-DOL ligand control the stereochem. outcome of the Ti-catalyzed asym. fluorination of 1,3-dicarbonyl compds. with 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octanetriethylenediamine (F-TEDA). D. functional theory based quantum-mech. mol. mech. calcns. also disclose the fluorine-transfer step as occurring by a single-electron transfer. [on SciFinder (R)]


Publié dans:
Angewandte Chemie, International Edition, 41, 6, 979-982
Année
2002
Laboratoires:




 Notice créée le 2006-02-27, modifiée le 2018-12-03


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