128935-01-3Relevant academic research and scientific papers
Synthetic Studies on O-Heterocycles via Cycloadditions. Part 2. Adducts from Styrene Oxides
Clawson, Paul,Lunn, Patricia M.,Whiting, Donald A.
, p. 159 - 162 (2007/10/02)
The styrene oxides (14) and (15), bearing electron-withdrawing functions, readily undergo thermal and photochemical (triplet sensitised) dipolar cycloadditions with simple electron-deficient olefins, regioselectively in the case of methyl acrylate.However, cycloadditions with 5-arylbutenolides as dipolarophiles, required for lignan synthesis, could not be effected in significant yield.A new short route to 5-arylbut-2-enolides was devised.The dihydro- and tetrahydro-furan adducts (18d), (19d), and (20d) all fragment in base to the dienol nitrile (25).
