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- W1997455736 abstract "Allylidenetriphenylphosphoranes underwent [3 + 2] annulation with 1,2-diacylethylenes at room temperature to give cyclopentadienes 11−17 having various substituents except for (Z)-3-acetylacrolein (18) which gave cyclohexadiene 19 derived from [3 + 3] annulation as the sole annulation product. The resulting cyclopentadienes were mixtures of the corresponding double-bond isomers which arose through an equilibrium process from the initially formed 1,3-dienes a under the weakly basic reaction conditions. Similar reactions of the phosphoranes with 1,2-diacylacetylenes afforded substituted fulvenes 24, 25, and 28 directly without the attendant formation of the corresponding benzene derivatives which come from another possible [3 + 3] annulation. The observed high level of the preference for the [3 + 2] annulation is discussed on the basis of the semiempirical PM3 MO calculations. The calculations suggested that the course of the annulation may be kinetically controlled at the oxaphosphetane-forming step of the..." @default.
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- W1997455736 date "2010-06-24" @default.
- W1997455736 modified "2023-09-25" @default.
- W1997455736 title "ChemInform Abstract: [3 + 2] Annulation of Allylidenetriphenylphosphorane with 1,2-Diacylethylenes and 1,2-Diacylacetylenes: A One-Step Synthesis of Tri- and Tetrasubstituted Cyclopentadienes and Fulvenes." @default.
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- W1997455736 doi "https://doi.org/10.1002/chin.199806108" @default.
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