Abstract
A series of trialkylsilyl esters were deprotected or transesterificated into their corresponding carboxylic acids or methyl esters under a catalytic amount of CBr 4 in alcohol reaction system. This method enables to desilylate secondary sp 3-carbon, sp 2-carbon, sp-carbon and aryl tethered trialkylsilyl esters to carboxylic acids, whereas primary sp 3-carbon tethered trialkylsilyl esters were further converted into their methyl esters under CBr 4/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.
Published Version
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