First example of direct RuO4-catalyzed oxidation of isoxazolidines to 3-isoxazolidones.
RuO2/NaIO4 oxidation of 3-unsubstituted isoxazolidines, under ethyl acetate/water biphasic conditions, affords 3-isoxazolidones in good yields. The methodology can be used on both racemic and optically active isoxazolidines.
Piperno
Anna
A
Dipartimento Farmaco-Chimico, Università di Messina, Via SS. Annunziata, Messina 98168, Italy. apiperno@pharma.unime.it
Chiacchio
Ugo
U
Iannazzo
Daniela
D
Giofrè
Salvatore V
SV
Romeo
Giovanni
G
Romeo
Roberto
R
D000475:Alkenes / Q000737:chemistry; D002384:Catalysis; D007555:Isoxazoles / Q000138:chemical synthesis / Q000737:chemistry*; D015394:Molecular Structure; D010084:Oxidation-Reduction; D017975:Ruthenium Compounds / Q000737:chemistry*; D013237:Stereoisomerism
D000475:Alkenes; D007555:Isoxazoles; D017975:Ruthenium Compounds; C027646:ruthenium tetraoxide