No abstract

The synthesis of racemic 6'0-hydroxyaristeromycin ( 8) is described. 7-tert-Butoxynorbomadiene (9) was oxidized to the corresponding cis-exo diol 10. Compound 10 was acetylated to give diacetate 11. Isopropylidenation gave ketal 12. Oxidation of diacetate 11 afforded dicarboxylic acid 13 which was converted into monoamide 14. Esterification with CH2N2 led to amide ester 15. Similarly, ketal 12 was oxidized to diacid 16 which was transformed to monoamide 18 via anhydride 17. Esterification afforded amide ester 19. Alternatively, diacid 16 was converted to monoester 20 which was then transformed to amide 19 by a mixed anhydride method. Hofmann rearrangement

No abstract

Die durch Tetraphenylporphyrin sensibilisierte Photooxidation der Titelverbindung (I), die zum Dioxetan (IV) (Ausb. 93%) und zum Epoxid (V) (6%) führt, verläuft über das nucleophile Perepoxidintermediat (III).