Synthesis of the bicyclic core of the nucleoside antibiotic octosyl acid A.
The bicyclic core of octosyl acid A has been prepared using a diastereoselective acetylide addition and 6-endo selenoetherification as key steps. A detailed study of the selenoetherification reaction and difficulties encountered in the conversion of a phenyl group to a carboxylic acid will be discussed.
More
Jesse D
JD
Department of Chemistry and Biochemistry, University of California, San Diego, 9500 Gilman Drive, La Jolla, California 92093, USA.
Finney
Nathaniel S
NS
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry; D008968:Molecular Conformation; D009705:Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D000900:Anti-Bacterial Agents; D009705:Nucleosides; C516352:octosyl acid A