444884-33-7Relevant academic research and scientific papers
1,2-O-Isopropylidene-5-alkene templates for the synthesis of oligo-tetrahydrofurans
Dabideen, Darrin,Ruan, Zheming,Mootoo, David R
, p. 2077 - 2084 (2002)
The highly functionalized THF 4 was prepared in eight steps from 2,5-cyclooctadiene. The key step in this synthesis was a novel desymmetrization reaction involving the iodoetherification of the C2 symmetric bis-isopropylidene alkene 6 to THF 4. The versatility of 4 was demonstrated by its conversion to bis-THF 3, a known precursor for trilobacin, and to the tris-THF-lactone 5, a potential relay compound for cyclic polyether analogues.
