Synthetic Communications p. 2807 - 2811 (1998)
Update date:2022-08-11
Topics:
Ortiz-Marciales, Margarita
Pinero, Luis
Ufret, Lourdes
Algarin, Wilberto
Morales, Jose
The reaction of aromatic aldehyde oximes with TBSCl and imidazole in DMF generates the corresponding O-silylated derivative, which undergoes elimination, affording the nitrile with a high yield. For the fragmentation of the predominantly (E) isomer, a basecatalyzed syn elimination mechanism is proposed.
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