65409-03-2Relevant articles and documents
Electrochemical Reduction of Isoxazoles and Related Compounds
Surov, Igor,Lund, Henning
, p. 831 - 838 (2007/10/02)
Some isoxazoles, isoxazolines, and their quaternized derivatives have been investigated by polarography and preparative reduction.A reductive cleavage of the oxygen-nitrogen bond without reduction of the carbon-nitrogen double bond was possible in protic medium for the quaternized derivatives, whereas for the parent compounds this was possible only in aprotic medium.By this means, preferentially via quaternization, isoxazoles and isoxazolines may be transformed to β-diketones or β-hydroxyketones.Under suitable conditions, the quaternized isoxazoles and isoxazolines may be reduced to 1,3-aminoalcohols, the erythro:threo ratio of the products differing considerably.