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    Please use this identifier to cite or link to this item: https://tkuir.lib.tku.edu.tw/dspace/handle/987654321/25218


    Title: Solvent-modulated chemoselective deprotections of trialkylsilyl esters and chemoselective esterifications
    Authors: 李世元;Lee, Adam Shih-yuan;Su, Feng-yih
    Contributors: 淡江大學化學學系
    Date: 2005-09-12
    Issue Date: 2009-12-01
    Publisher: Elsevier
    Abstract: A series of trialkylsilyl esters were deprotected or transesterificated into their corresponding carboxylic acids or methyl esters under a catalytic amount of CBr4 in alcohol reaction system. This method enables to desilylate secondary sp3-carbon, sp2-carbon, sp-carbon and aryl tethered trialkylsilyl esters to carboxylic acids, whereas primary sp3-carbon tethered trialkylsilyl esters were further converted into their methyl esters under CBr4/MeOH reaction conditions. The highly chemoselective deprotections can be modulated and achieved by the introduced protecting trialkylsilyl groups and the used alcohols such as MeOH and EtOH under this photochemically-induced reaction conditions.
    Relation: Tetrahedron Letters 46(37), pp.6305-6309
    DOI: 10.1016/j.tetlet.2005.07.049
    Appears in Collections:[Graduate Institute & Department of Chemistry] Journal Article

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