1086594-85-5Relevant academic research and scientific papers
Synthesis of spiroacetal enol ethers by oxidative activation of furan derivatives
Robertson, Jeremy,Naud, Sebastien
, p. 5445 - 5448 (2008)
(Chemical Equation Presented) Activation of furan by electron transfer combines with the radical stabilizing effect of the alkynyl substituent (R = Ph, MeC=C-) to achieve site-selective cation formation. A tethered hydroxy group acts as a probe of this site-selectivity to produce the ring system present in spirocyclic natural products found in Artemisia and Chrysanthemum species. cis-Dihydroxylation proceeds with high anti-stereoselectivity with respect to the tetrahydropyranyl ring oxygen.
