Hongbum Kim

Design and synthesis of 2′-hydroxyethylcyclopropyl carbocyclic nucleosides

Abstract The enantiomeric synthesis of β-D-cyclopropyl carbocyclic nucleosides was achieved via the key intermediate 5. Thymine and uracil derivatives 7 and 9 were obtained by oxidation, Curtius rearrangement and the standard construction method of pyrimidines. The cytosine derivative 10 was prepared from 9 via the 4-triazole intermediate.

PHOTODECARBONYLATION OF 2-PHENYL-4-ALKYLIDENE-5(4H)-OXAZOLONES

Abstract The title compounds were prepared by the Erlenmeyer synthesis and irradiated with or without a Pyrex filter using 450 W medium pressure mercury arc lamp. Cis-trans isomerization was the major reaction under pyrex filtered condition, whereas irradiation without a Pyrex filter resulted in decarbonylation, followed by trapping of the ketenimine intermediate by protic solvents.