- GERANYLGERANYLACETONE DERIVATIVES
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Provided herein are geranylgeranylacetone derivatives and methods of using them.
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Paragraph 0282
(2013/04/13)
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- -SIGMATROPIC REARRANGEMENTS OF THE ACETOACETATES OF ALLYL ALCOHOLS (CARROLL REACTION) AND ALLYLPHENYL ETHERS (CLAISEN REACTION) ON THE SURFACE OF ADSORBENTS
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A method has been developed for effecting rearrangements of allylacetoacetates to γ,δ-unsaturated ketones (Carroll rearrangement) and allylaryl ethers to the corresponding allylphenols (Claisen rearrangement) under conditions of adsorption on aluminum oxide and silica gel.The method provides a sharp reduction of the temperature of these reactions and improvement of their efficiency.
- Pogrebnoi, S. I.,Kal'yan, Yu. B.,Krimer, M. Z.,Smit, V. A.
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p. 733 - 739
(2007/10/02)
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- Palladium-Catalyzed Decarboxylation-Allylation of Allylic Esters of α-Substituted β-Keto Carboxylic, Malonic, Cyanoacetic, and Nitroacetic Acids
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Decarboxylation-allylation of allylic β-keto carboxylates using Pd(OAc)2-PPh3 or Pd2(dba)3*CHCl3-dppe as a catalyst proceeds smoothly to give α-allylated ketones.The reaction is highly regioselective.In some cases, diallylated ketones are obtained with allylic esters bearing an active proton(s).Also rhodium, molybdenum, and nickel complexes sre active catalysts in this reaction.Similarly allylic esters of α-substituted malonates, cyanoacetates, and nitroacetate undergo the palladium-catalyzed decarboxylation-allylation to afford allylated acetate, acetonitrile, and nitromethane, respectively.The mechanisms of these palladium-cataly zed decarboxylation-allylations are discussed
- Tsuji, Jiro,,Yamada, Toshiro,Minami, Ichiro,Yuhara, Masami,Nisar, Mohammad,Shimizu, Isao
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p. 2988 - 2995
(2007/10/02)
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- CARROL REARRANGEMENT ON THE SURFACE OF CHROMATOGRAPHIC GRADE ALUMINA
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Thermolysis on the surface of AL2O3 is proposed as a mild and convenient preparative method for -sigmatropic Carrol rearrangement of acetoacetic esters of tertiary allyl alcohols into respective γ,δ-unsaturated ketones.
- Pogrebnoi, S. I.,Kalyan, Y. B.,Krimer, M. Z.,Smit, W. A.
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p. 4893 - 4896
(2007/10/02)
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- New Synthetic Methods. Conjugate Addition of Alkyl Groups to Electron Deficient Olefins with Nitroalkanes as Alkyl Anion Equivalents
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The sequence of the Michael addition of nitroalkanes and denitration from the adduct provides a new and general method for conjugate addition of primary and secondary alkyl groups to electron deficient olefins such as α,β-unsaturated aldehydes, ketones, esters, nitriles, sulfoxides, and sulfones.
- Ono, Noboru,Kamimura, Akio,Miyake, Hideyoshi,Hamamoto, Isami,Kaji, Aritsune
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p. 3692 - 3698
(2007/10/02)
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- PALLADIUM-CATALYZED REARRANGEMENT OF ALLYLIC ESTERS OF ACETOACETIC ACID TO GIVE γ,δ-UNSATURATED METHYL KETONES
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Various allylic esters of acetoacetic acid undergo rearrangement to give γ,δ-unsaturated methyl ketones in high yields with elimination of carbon dioxide under mild conditions in the presence of catalytic amounts of Pd(OAc)2 and PPh3.
- Shimizu, Isao,Yamada, Toshiro,Tsuji, Jiro
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p. 3199 - 3202
(2007/10/02)
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