- Synthesis of taiwaniaquinoids via Nazarov triflation
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A unified approach toward the taiwaniaquinoids that has yielded four natural products is described. A new variant of the Nazarov reaction with concomitant formation of an enol triflate serves as one of the key steps, considerably shortening the synthetic
- Liang, Guangxin,Xu, Yue,Seiple, Ian B.,Trauner, Dirk
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p. 11022 - 11023
(2007/10/03)
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- Synthesis of 4-Benzoyl-4-methylcyclohexa-2,5-dienone and its Benzoyl Substitued Derivatives: Isolated 4-Acylcyclohexa-2,5-dienones
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The synthesis are reported of 4-benzoyl-4-methylcyclohexa-2,5-dienone, and its 4-(4-chlorobenzoyl) and 4-(4-methoxybenzoyl) analogues.These are the first isolated 4-acylcyclohexa-2,5-dienones containing the dienone function in a monocyclic ring system.All are sensitive to nucleophilic attack at the benzoyl carbonyl group, being cleaved to 4-methylphenol and its derivatives of the appropriate substitued benzoic acid.Treatment with acids failed to give the desired dienone-phenol rearrangement, with a benzoyl migration from C-4 to C-3, but instead gave 4-methylphenyl benzoate or its derivatives, by a reversal of a Fries rearrangement with C-4 to O-aroyl migration.
- Jackson, Lorraine B.,Waring, Anthony J.
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p. 1791 - 1798
(2007/10/02)
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- Behavior of Carbonyl Ylide Generated from 3-Chloro-3-(p-nitrophenyl)diazirine and Acetone. 1,3-Dipolar Cycloaddition to Benzaldehyde and Epoxide Formation
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A carbonyl ylide generated from 3-chloro-3-(p-nitrophenyl)diazirine and acetone either 1,3-dipolar cycloadds to benzaldehydes to afford 2,2-dimethyl-4-aryl-5-(p-nitrophenyl)dioxole or intramolecularly cyclizes to give 2-chloro-2-methyl-3-(p-nitrophenyl)-3
- Ibata, Toshikazu,Toyoda, Jiro,Liu, Michael T. H.
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p. 2135 - 2138
(2007/10/02)
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