Abstract A new approach for the synthesis of α-hydroxy nitroxide ester 4 by oxidation of the sterically hindered amine 3 is described. The reaction of 2-methyl-1-pyrrolin-1-oxides 1 and 7 with aldehydes 5a-j gave 2-alkenyl nitrones, which could be converted to higher methylated 2-alkenyl DMPO type nitrones 11d or pyrrolidine nitroxides 12b, c, d, g, h, i with MeMgI.
[Matasyoh, Josphat C.; Schuler, Paul; Stegmann, Hartmut B.; Poyer, J. Lee; West, Melinda; Janzen, Edward G. Magnetic Resonance in Chemistry, 1996 , vol. 34, # 5 p. 351 - 359]
