- Chemoselective Two-Directional Reaction of Bifunctionalized Substrates: Formal Ketal-Selective Mukaiyama Aldol Type Reaction
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In the presence of an acidic zwitterion bearing a highly stabilized carbanion, reactions of ω,ω-dialkoxy carbonyl compounds with ketene silyl acetals (KSA) resulted in an unusual molecular transformation; substitution reaction with the KSA at the ketal mo
- Yanai, Hikaru,Sasaki, Yuichi,Yamamoto, Yuki,Matsumoto, Takashi
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supporting information
p. 2457 - 2461
(2015/10/19)
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- Synthesis and properties of isomerically pure anthrabisbenzothiophenes
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The synthesis of three heptacyclic heteroacenes is described, namely anthra[2,3-b:7,6-b′]bis[1]benzothiophenes (ABBTs). A stepwise sequence of aldol reactions provides regiochemical control, affording only the syn-isomer. The ABBTs are characterized by X-ray crystallography, UV-vis absorption, and emission spectroscopy, as well as cyclic voltammetry. Field effect transistors based on solution-cast thin films of ABBT derivatives exhibit charge-carrier mobilities of as high as 0.013 cm2/(V s).
- Lehnherr, Dan,Hallani, Rawad,McDonald, Robert,Anthony, John E.,Tykwinski, Rik R.
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supporting information; experimental part
p. 62 - 65
(2012/02/16)
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- Method for the Production of Substituted and Unsubstituted Cyclohexanone Monoketals
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The invention relates to a novel process for preparing and isolating known substituted and unsubstituted 1,4-cyclohexanone monoketals.
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Page/Page column 3-4
(2010/09/05)
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- Mild acetalisation of mono and dicarbonyl compounds catalysed by titanium tetrachloride. Facile synthesis of β-keto enol ethers
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The use of TiCl4, as a catalyst for the acetalisation, at room temperature, of carbonyl compounds is reported. Cyclic ketones and cyclic 1,4-diketones easily afford dimethyl acetals, but cyclic 1,3-diketones give β-keto enol ethers. Additionally, aryl ketones and acyclic ketones failed to react. β-keto aldehydes can be monoprotected either as β-keto enol ethers or β-keto dimethyl acetals depending on the reaction time and catalyst amount. Some mechanistic features are accounted for.
- Clerici, Angelo,Pastori, Nadia,Porta, Ombretta
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p. 217 - 225
(2007/10/03)
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- CONJUGATE REDUCTION OF POLYFUNCTIONAL α,β-UNSATURATED CARBONYL COMPOUNDS USING 6. COMPATIBILITY WITH HALOGEN, SULFONATE, AND SULFUR SUBSTITUENTS
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In contrast to organocuprate conjugate addition and standard methods for conjugate reduction, use of the stable copper(I) hydride cluster, 6, allows chemoselective conjugate reduction of α,β-unsaturated carbonyl compounds substituted at the γ-position with leaving groups.In addition, the compatibility of the conjugate reduction with organic halides and sulfonate groups is demonstrated.
- Koenig, Thomas M.,Daeuble, John F.,Brestensky, Donna M.,Stryker, Jeffrey M.
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p. 3237 - 3240
(2007/10/02)
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- SYNTHESIS OF 1-HYDROXY-7-AZATRICYCLO2.7>DODECAN-9-ONES: POTENTIAL INTERMEDIATES FOR THE TOTAL SYNTHESIS OF SECURININES
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A synthesis of epimeric 1-hydroxy-7-azatricyclo2.7>dodecan-9-ones (3 and 4), in ten steps from p-methoxyphenol, is described.They have been converted to the corresponding 9(10)-olefinic derivatives 22 and 23.
- Cote, Roland,Bouchard, Pierre,Couture, Yvon,Furstoss, Roland,Waegell, Bernard,Lessard, Jean
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p. 987 - 998
(2007/10/02)
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