A Formal [3+ 3] Cycloaddition Reaction. Improved Reactivity Using α, β-Unsaturated Iminium Salts and Evidence for Reversibility of 6π-Electron Electrocyclic Ring …
…, MJ McLaughlin, CD Morgan, CJ Douglas…
文献索引:Shen, Hong C.; Wang, Jiashi; Cole, Kevin P.; McLaughlin, Michael J.; Morgan, Christopher D.; Douglas, Christopher J.; Hsung, Richard P.; Coverdale, Heather A.; Gerasyuto, Aleksey I.; Hahn, Juliet M.; Liu, Jia; Sklenicka, Heather M.; Wei, Lin-Li; Zehnder, Luke R.; Zificsak, Craig A. Journal of Organic Chemistry, 2003 , vol. 68, # 5 p. 1729 - 1735
A detailed account regarding a formal [3+ 3] cycloaddition method using 4-hydroxy-2- pyrones and 1, 3-diketones is described here. This formal cycloaddition reaction or annulation reaction is synthetically useful for constructing 2 H-pyranyl heterocycles. The usage of α, β-unsaturated iminium salts is significant in controlling competing reaction pathways to give exclusively 2 H-pyrans. Most significantly, experimental evidence is ...