- Alkoxide-Induced Succinate Ester Formation from Alcohols and Bis(trimethylsilyl) 1,2-Bisketene
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Reaction of the 1,2-bisketene (Me3SiC=C=O)2 (1) with alcohols (ROH) catalyzed by LiOR gives rapid and efficient conversion to mixtures of the meso and dl succinates (Me3SiCHCO2R)2 (4). There is a chan
- Egle, Ian,Lai, Wing-Yan,Moore, Patrick A.,Renton, Paul,Tidwell, Thomas T.,Zhao, Da-Chuan
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- Alum: An efficient catalyst for trimethylsilylation of alcohols and phenols with hexamethyldisilazane
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A highly convenient method for the trimethylsilylation of alcohols and phenols via treatment by hexamethyldisilazane in the presence of alum as a catalyst has been developed. A wide variety of hydroxyl groups were selectively protected in CH3CN under mild conditions.
- Yang, Xiaojuan,Liang, Jinying
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experimental part
p. 228 - 230
(2012/08/07)
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- Melamine-trisulfonic-acid-catalyzed trimethylsilylation of alcohols and phenols
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A highly convenient method for the trimethylsilylation of alcohols and phenols via treatment by hexamethyldisilazane in the presence ofmelamine trisulfonic acid as a catalyst has been developed. A wide variety of hydroxyl groups were selectively protected under solvent-free conditions. Copyright Taylor & Francis Group, LLC.
- Wu, Liqiang,Sun, Pengli,Yan, Fulin
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experimental part
p. 2055 - 2060
(2011/11/30)
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- Rapid and efficient trimethylsilyl protection of hydroxyl groups catalyzed by niobium(V) chloride
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An efficient and convenient procedure for the trimethylsilylation of a wide variety of alcohols, including primary, benzylic, secondary, and phenols with hexamethyldisilazane, has been developed. The reactions were carried out at room temperature in the presence of a catalytic amount of niobium(V) chloride and afforded the corresponding trimethylsilyl ethers in high to excellent yields in short time. Copyright Taylor & Francis Group, LLC.
- Hou, Jun-Tao,Chen, Hong-Li,Zhang, Zhan-Hui
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experimental part
p. 88 - 93
(2011/04/22)
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- Catalyst-free silylation of alcohols and phenols by promoting HMDS in CH3NO2 as solvent
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An uncatalyzed method for the silylation of alcohols and phenols with HMDS in CH3NO2 at rt is developed. A diverse range of aromatic and aliphatic alcohols as well as phenols undergo the silylation in very short reaction time with ex
- Kadam, Santosh T.,Kim, Sung Soo
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supporting information; experimental part
p. 94 - 98
(2010/05/18)
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- Facile method for trimethylsilylation of alcohols using hexamethyldisilazane and ammonium thiocyanate under neutral conditions
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A highly efficient method for trimethylsilylation of primary, secondary, tertiary, allylic, and a variety of sugar-derived alcohols using hexamethyldisilazane in the presence of a catalytic amount of ammonium thiocyanate under neutral conditions is reported. Copyright Taylor & Francis Group, LLC.
- Jadhav, Vrushali H.,Kumar, K. S. Ajish,Chaudhari, Vinod D.,Dhavale, Dilip D.
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p. 1363 - 1370
(2008/02/01)
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- Deoxygenative dimerization of benzylic and allylic alcohols, and their ethers and esters using lanthanum metal and chlorotrimethylsilane in the presence of a catalytic amount of iodine and copper(I) iodide
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Benzylic and allylic alcohols were deoxygenatively dimerized by a treatment with lanthanum metal and chlorotri-methylsilane in the presence of a catalytic amount of iodine, giving the corresponding coupling products, alkanes, in moderate-to-good yields. This dimerization reaction was dramatically accelerated by the addition of a catalytic amount of copper(I) iodide. Similarly, ethers and esters were deoxygenatively dimerized by La/Me3SiCl/cat.I2/cat.CuI system in the presence of a catalytic amount of H2O.
- Nishino, Toshiki,Nishiyama, Yutaka,Sonoda, Noboru
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p. 635 - 641
(2007/10/03)
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- Liquid-Crystalline D-Glucose Dialkyl Acetals and Dodecyl D-Glucofuranosides
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Two new systems of liquid crystalline glucose derivatives 5a-d, 6a, b are prepared, studied and compared with reference compounds.The α- and β-D-dodecyl glucofuranosides 6a, b show smectic A phases.The clearing points of the furanosides are of the same magnitude as those of the pyranosides.The alkyl glucose acetals 5a-d show columnar discotic phases.The clearing points are about 30 deg C lower than those of the corresponding thioacetals. - Key Words: Acetals / Amphiphiles / Carbohydrates / Glucosides / Liquid crystals
- Tietze, Lutz F.,Boege, Kai,Vill, Volkmar
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p. 1065 - 1068
(2007/10/02)
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- A Novel Regioselective Desulfation Method Specific to Carbohydrate 6-Sulfate Using Silylating Reagents
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Sulfated primary alcohols and methyl α-D-galactopyranoside 6-sulfate were converted into desulfated and trimethylsilylated alcohols and galactoside, respectively, by treating their pyridinium salts with N,O-bis(trimethylsilyl)acetamide (BTSA) or N,O-bis(trimethylsilyl)trifluoroacetamide (BTSTFA) in pyridine.Sulfated secondary alcohols and methyl galactoside 2-, 3-, and 4-sulfates did not have their sulfates eliminated under similar conditions, indicating that the reaction was specific to the primary hydroxyl groups.Methyl α-galactoside 2-sulfate was preparatively obtained by the BTSA treatment of methyl α-galactoside 2,6-disulfate, that the method is applicable to regioselective desulfation on a preparative scale.
- Takano, Ryo,Matsuo, Masayoshi,Kamei-Hayashi, Kaeko,Hara, Saburo,Hirase, Susumu
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p. 1577 - 1580
(2007/10/02)
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- NUCLEOPHILIC CLEAVAGES OF ESTERS AND ETHERS WITH PHENYLTELLUROTRIMETHYLSILANE
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The title tellurosilane 1 reacted with esters and ethers in the presence of catalytic zinc iodide under very mild conditions, giving the corresponding products with C-telluration and O-silylation via nucleophilic cleavages of the C-O bonds.
- Sasaki, Kazuaki,Aso, Yoshio,Otsubo, Tetsuo,Ogura, Fumio
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p. 453 - 456
(2007/10/02)
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