- Synthesis of pseudoiridolactones
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Bicyclic δ-lactones with a carbon group at the bicyclic junction C-7a, designed as pseudoiridolactones, were synthesized from α-alkyl-α-hydroxymethylcyclopentanones via an intramolecular Horner-Wadsworth-Emmons reaction.
- Guerrab, Zineb,Daou, Boujemaa,Fkih-Tetouani, Souad,Ahmar, Mohammed,Cazes, Bernard
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p. 3367 - 3379
(2007/10/03)
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- Solid-acid catalysed rearrangement of cyclic α,β-epoxy ketones
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Various cyclic α,β-epoxy ketones rearranged to α-formyl ketones and/or vicdiones in the presence of catalytic amounts of zeolites and montmorillonite K10. This provides an excellent alternative to conventional homogeneous systems with respect to yields and workup. Differences in product distribution and type of products in the rearrangement of pulegone oxide could be reasonably explained by invoking different pathways for homogeneous and heterogeneous catalysts.
- Elings, Jacob A.,Lempers, Hans E. B.,Sheldon, Roger A.
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p. 1905 - 1911
(2007/10/03)
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- IMPROVED SYNTHESIS OF 2-HYDROXY-4,4,6-TRIMETHYL-2,5-CYCLOHEXADIENONE, USEFUL AS A FLAVORING ADDITIVE
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The title dienone 1, useful for modification, improvement or increasing organoleptic properties of tobacco, sucrose syrups, flavored beverages, was prepared in 40-55percent overall yield from isophorone, by chlorination of 2-hydroxy-isophorone (2), rearrangement into 6-chloro-2-hydroxyisophorone (5) and dehydrochlorination.An excellent yield of 3-chloro-2-hydroxy-4,4,6-trimethyl-2,5-cyclohexenone (12) was obtained by chlorination of 5 followed by dehydrohalogenation.
- Buyck, Laurent de,Zi-Peng, Yao,Verhe, Roland,Kimpe, De Norbert,Schamp, Niceas
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- On the Intramolecular Reactivity of Azidoenones
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The thermally induced intramolecular eliminative rearrangements of 2--2-cycloalkenones are described.
- Schultz, Arthur G.,Ravichandran, Ramanathan
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p. 5008 - 5009
(2007/10/02)
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