- Synthesis of 3-substituted 2-cyclohexenones through umpoled functionalization
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A new protocol to obtain 3-substituted 2-cyclohexenones, was developed by reversing the chemical reactivity of 2-cyclohexenone. One-pot synthesis of 3-substituted 2-cyclohexenones can be achieved by treatment of 3-phenylthiosilyl enol ether with a mixture of t-BuLi/HMPA that allows hydrogen-selective exchange in presence of reactive electrophiles such as aldehydes, ketones and alkyl halides. This affords the corresponding product in moderate overall yield, after silyl enol ether cleavage and concomitant thiophenol elimination initiated with TBAF.
- Lechuga-Eduardo, Harim,Zarza-Acu?a, Eduardo,Romero-Ortega, Moisés
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- Pd-catalyzed carbonylative cross-coupling reactions by triorganoindiums: Highly efficient transfer of organic groups attached to indium under atmospheric pressure
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(Matrix presented) A highly atom-efficient synthetic method of unsymmetrical ketones was developed by using trialkyl- and triarylindiums, which could be employed as effective cross-coupling partners in Pd-catalyzed carbonylative cross-coupling reactions with a variety of organic electrophiles. The present method produced unsymmetrical ketones and 1,4-diacylbenzenes in good yields with highly efficient transfer of almost all the organic groups attached to the indium under atmospheric pressure of CO gas in THF at 66°C.
- Lee, Phil Ho,Lee, Sung Wook,Lee, Kooyeon
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- Polymer-supported synthesis of α- and β-hydroxyketones through the formation of 1,3-dithiane intermediates
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The synthesis of polymer-supported 2-monosubstituted 1,3-dithianes from soluble copolymers bearing 1,3-propanedithiol groups, their lithiation, reactions with electrophiles such as aldehydes, ketones, α,β- unsaturated ketones and oxiranes, and cleavage of
- Bertini, Vincenzo,Lucchesini, Francesco,Pocci, Marco,Alfei, Silvana,Idini, Barbara
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p. 1141 - 1144
(2009/04/06)
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- Magnesiated unsaturated silylated cyanohydrins as synthetic equivalents of aromatic and heterocyclic Grignard reagents bearing a ketone or an aldehyde
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The preparation of iodo-substituted aryl, heteroaryl, or cycloalkenyl ketones as silylated cyanohydrins allows the smooth performance of an l/Mg-exchange using i-PrMgCl·LiCl. A facile deprotection of the resulting functionalized products obtained by a rea
- Liu, Ching-Yuan,Ren, Hongjun,Knochel, Paul
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p. 617 - 619
(2007/10/03)
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- A Versatile One-pot Procedure for the Insertion of a 3-Substituent into 2-Cycloalkenones
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1-Trimethylsilylbenzotriazole was used to form 1,4-adducts with 2-cycloalkenones which were treated in situ with base and electrophile to give, upon hydrolysis, a variety of 3-substituted 2-cycloalkenones in moderate yield.
- Katritzky, Alan R.,Soloducho, Jadwiga,Musgrave, Richard P.,Breytenbach, Jaco C.
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p. 5491 - 5494
(2007/10/02)
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- 1H NMR 2D Conformational Study of 2-Selenated 3-Substituted Cyclohexanones. Evidence of Trans Diaxial Conformers
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Syntheses of various cis and trans 2-phenylseleno 3-substituted cyclohexanones (1-4) are described as well as related ketals (5-6).The 1H NMR 2D study shows that the 2-SePh group is located in axial position in both cis (1-4c) and trans (1, 2, and 4t) ket
- Zervos, Michel,Wartski, Lya,Goasdoue, Nicole,Platzer, Nicole
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p. 1293 - 1298
(2007/10/02)
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