A solvent-free photooxygenation of 5-methoxyoxazoles 1a–j embedded in porphrin-loaded polystyrene beads as solid support is described and applied for the synthesis of 3H-1,2,4-dioxazole derivatives 2a–j. Acid catalysed hydrolysis of 3H-1,2,4-dioxazole derivatives gave α-amino-α-hydroxy carboxylic acid derivatives 3a–j. The structural elucidation of the new compounds were carried on the basis of spectral and X-ray analyses.
Aminocarboxylic acids (hydrazinocarboxylic acids) and esters P 0270Solvent-Free Photooxygenation of 5-Methoxyoxazoles: Stereoselective Synthesis of α-Amino-α-hydroxycarboxylic Acid Derivatives. -Acid-catalyzed hydrolysis of dioxazole derivatives (II), obtained by dye-sensitized photooxygenation of 5-methoxyoxazoles (I) in polystyrene beads, provides a practical and environmentally friendly route for the synthesis of α-amino-α-hydroxycarboxylic acid derivatives [cf. (III), (IV); 10 examples]. -(BONDOCK*, S.; LATIF, E. A.; LEX, J.; J. Chem.
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