Tetrahedron Letters p. 6191 - 6194 (1998)
Update date:2022-08-05
Topics:
No, Zaesung
Chae, Yung Bog
Shin, Chan Jae
Chung, Yongseog
Direct oxidation of (E)-4-(6-substituted-1-cyclohexenyl)-3-buten-2-ones (4a-7a) by selenium dioxide afforded 2-acelyltetrahydrobenzofurans (4b-7b) in moderate to good yields. An inverse, stepwise [2+4] cycloaddition mechanism of the intermediate formation was proposed from conformational and electronic requirements of conjugated dienones and solvent effects of SeO2 oxidation.
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