Trifluoromethyl nitrones: from fluoral to optically active hydroxylamines.
Trifluoromethyl nitrones were obtained in high yields by condensation of various hydroxylamines with trifluoroacetaldehyde hydrate. The nucleophilic diastereoselective additions of organometallic reagents to these nitrones afforded the corresponding optically active trifluoroethyl hydroxylamines in good yields.
Milcent
Thierry
T
Laboratoire BioCIS-CNRS, Faculté de Pharmacie, Univ. Paris-Sud, rue J.B. Clément, 92296 Châtenay-Malabry, France.
Hinks
Nathan
N
Bonnet-Delpon
Danièle
D
Crousse
Benoit
B
D000079:Acetaldehyde / Q000031:analogs & derivatives* / Q000737:chemistry; D005617:Chlorofluorocarbons, Methane / Q000737:chemistry*; D019811:Hydroxylamine / Q000737:chemistry*; D009589:Nitrogen Oxides / Q000737:chemistry*; D055620:Optical Phenomena; D013237:Stereoisomerism
D005617:Chlorofluorocarbons, Methane; D009589:Nitrogen Oxides; C015388:nitrones; D019811:Hydroxylamine; C019120:trifluoroacetaldehyde hydrate; D000079:Acetaldehyde; C009554:fluoroform