Intramolecular cycloaddition in cyclohexa-2,4-dienone and photochemical reactions: an efficient route to azatriquinane and azasterpurane frameworks.

[摘要]：A novel, efficient, and stereoselective entry to azatriquinane and azasterpurane frameworks from a simple arom. precursor is described. The methodol. involves in-situ generation of cyclohexa-2,4-dienones contg. a tether and intramol. p4s + p2s cycloaddn. that leads to a bicyclo[2.2.2]octenone-annulated 5-membered ring that contains nitrogen. Further manipulation of the resulting adduct followed by photochem. sigmatropic shifts readily furnished the azatriquinane and azasterpurane frameworks.

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