Tetrahedron p. 7831 - 7842 (1998)
Update date:2022-08-04
Topics:
Arnone, Alberto
Metrangolo, Pierangelo
Novo, Barbara
Resnati, Giuseppe
When tertiary amines 1 are reacted with perfluoro cis-2,3- dialkyloxaziridines 2 at -60 °C corresponding N-oxides 3 are formed in high yields. The process is chemoselective and diastereoselective. The chemoselectivity in the reaction of alkenyl substituted pyridines is solvent dependent, attack occurring exclusively at the carbon-carbon double bond or at the nitrogen atom under protic and aprotic conditions, respectively. Lower selectivities were obtained when standard reagents were used.
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