212829-36-2Relevant academic research and scientific papers
The synthesis of octosyl nucleosides based on intramolecular oxyselenation of a conjugated diene
Haraguchi, Kazuhiro,Hosoe, Motoi,Tanaka, Hiromichi,Tsuruoka, Sayo,Kanmuri, Kazuhiro,Miyasaka, Tadashi
, p. 5517 - 5520 (1998)
A new stereoselective ring construction for 3,7-anhydrooctofuranosyl nucleoside, which is based on a 6-endo-trig oxyselenation of a conjugate diene, (5'S)-C-(4-phenyl-1,3-butadienyl)uridine, was developed. Because of the appropriate array of functionalities at the 5', 6', and 7'-positions, the cyclization product 14 can be considered to be a versatile synthon for the synthesis of a series of octosyl nucleoside antibiotics. Factors governing the efficiency of this cyclization are also discussed.
