- A versatile and practical synthesis of α-trifluoromethylated alcohols from trifluoroacetaldehyde ethyl hemiacetal in water
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α-Trifluoromethylated alcohols via indium-mediated allylation of trifluoroacetaldehyde using a simple and practical preparation in water is described.
- Loh, Teck-Peng,Li, Xu-Ran
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- ORGANIC COMPOUNDS
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Compounds of the formula are inhibitors of protein tyrosine phosphatases (PTPases) and, thus, may be employed for the treatment of conditions mediated by PTPase activity. The compounds of the present invention may also be employed as inhibitors of other enzymes characterized with a phosphotyrosine binding region such as the SH2 domain. Accordingly, the compounds of formula (I) may be employed for prevention and/or treatment of insulin resistance associated with obesity, glucose intolerance, diabetes mellitus, hypertension and ischemic diseases of the large and small blood vessels, conditions that accompany type-2 diabetes, including hyperlipidemia, hypertriglyceridemia, atherosclerosis, vascular restenosis, irritable bowel syndrome, pancreatitis, adipose cell tumors and carcinomas such as liposarcoma, dyslipidemia, and other disorders where insulin resistance is indicated. In addition, the compounds of the present invention may be employed to treat and/or prevent cancer (such as prostate or breast cancer), osteoporosis, neurodegenerative and infectious diseases, and diseases involving inflammation and the immune system.
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Page/Page column 66-67
(2010/11/27)
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- Towards the syntheses of α-trifluoromethylated oxygenated heterocycles and their precursors
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The possibilities of synthesizing various α-trifluoro-methylated oxygenated heterocycles, starting from trifluoroacetaldehyde methyl hemiacetal, through classic cyclization reactions, have been demonstrated. In this way, six-membered cyclic compounds, δ-l
- Harthong, Steven,Billard, Thierry,Langlois, Bernard R.
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p. 2253 - 2263
(2007/10/03)
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- A simple and practical synthesis of α-trifluoromethylated alcohols in water
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A simple and practical preparation of α-trifluoromethylated alcohols in water via indium-mediated allylation reaction and tin-mediated indium trichloride-promoted allylation reaction of trifluoroacetaldehyde hydrate and its ethyl hemiacetal is described in this paper.
- Loh, Teck-Peng,Li, Xu-Ran
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p. 5611 - 5622
(2007/10/03)
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- Zinc bromide promoted allylation of aluminum acetals derived from perfluoro carboxylic acid esters and diisobutylaluminum hydride. New convenient access to α-perfluoroalkylated homoallyl alcohols
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The reaction of aluminum acetals, generated in situ by the reduction between perfluoro carboxylic acid esters and diisobutylaluminum hydride, with a variety of allylstannanes efficiently proceeds in the presence of zinc bromide at 40°C to afford the corresponding α-perfluoroalkyl-substituted homoallyl alcohols in good yields.
- Ishihara,Hayashi,Yamanaka
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p. 5777 - 5780
(2007/10/02)
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- Facile Synthesis of α-Trifluoromethylated Alcohols from Trifluoroacetaldehyde Ethyl Hemiacetal
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Trifluoroacetaldehyde ethyl hemiacetal reacted with nucleophilic organosilanes such as cyanotrimethylsilane, allyltrimethylsilane, or enol trimethylsilyl ethers in the presence of Lewis acid to afford a series of α-trifluoromethylated alcohols in high yield. Key Words: trifluoroacetaldehyde ethyl hemiacetal; Lewis acid; trimethylsilylated nucleophiles; carbon-carbon bond formation; α-trifluoromethylated alcohol.
- Kubota, Toshio,Iijima, Masahiro,Tanaka, Tatsuo
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p. 1351 - 1354
(2007/10/02)
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- PREPARATION OF TRIFLUOROMETHYLATED ALLYLIC ALCOHOLS FROM TRIFLUOROACETALDEHYDE AND ORGANOMETALLIC COMPOUNDS
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A number of allylic alcohols bearing a trifluoromethyl group at the α- or γ-position, and α-trifluoromethylated γ-enols and -ynols were prepared by the reaction of trifluoroacetaldehyde with a variety of organometallic compounds.Most of the Reformatsky- or Grignard-type reactions required promotion by ultrasonic irradiation.
- Ishikawa, Nobuo,Koh, Moon Gyu,Kitazume, Tomoya,Choi, Sam Kwon
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p. 419 - 430
(2007/10/02)
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