Facile Rearrangement of O-Silylated
Oximes on Reduction with Boron
Trifluoride/Borane

Ortiz-Marciales, Margarita; Rivera, Luis D.; Jesús, Melvin De; Espinosa, Sandraliz; Benjamin, Josúe A.; Casanova, Orlando E.; Figueroa, Irving G.; Rodríguez, Sheila; Correa, Wilbert

doi:10.1021/jo0516178.s002

jo0516178_si_002.pdf (45.97 kB)

Facile Rearrangement of O-Silylated Oximes on Reduction with Boron Trifluoride/Borane

journal contribution

posted on 2005-11-25, 00:00 authored by Margarita Ortiz-Marciales, Luis D. Rivera, Melvin De Jesús, Sandraliz Espinosa, Josúe A. Benjamin, Orlando E. Casanova, Irving G. Figueroa, Sheila Rodríguez, Wilbert Correa

Aromatic O-triisopropylsilyl ketoximes were efficiently rearranged to cyclic and acyclic aniline derivatives on reduction with BF₃-ethearate /borane. The bulk of the substituents on the silicon atom, the size of the aliphatic ring, and the presence of alkoxy substituents on the aryl group all play an important role in the aniline.