Simple organic nitrogen bases,such as Et_3N,pyridine,DBU,etc.,were found to be convenient and useful reagents for deprotection of TBDMS groups on acidic hydroxyl groups.The efficiency of these bases has an apparent or...Simple organic nitrogen bases,such as Et_3N,pyridine,DBU,etc.,were found to be convenient and useful reagents for deprotection of TBDMS groups on acidic hydroxyl groups.The efficiency of these bases has an apparent order:1°amine>2°amine>3°amine and aliphatic base>aromatic base.In aqueous DMSO and at room temperature,phenolic TBDMS ethers were removed selectively in the presence of alcoholic TBDMS ethers.And catalytic base can make these reactions complete.This method is high-yielding,fast,clean,saf...展开更多
An efficient and selective method for the deprotection of primary alcoholic tert-butyl-dimethylsilyl (TBS) ethers using SnCl_2·2H_2O as catalyst is described. The reaction conditionsallow primary alcoholic TBS et...An efficient and selective method for the deprotection of primary alcoholic tert-butyl-dimethylsilyl (TBS) ethers using SnCl_2·2H_2O as catalyst is described. The reaction conditionsallow primary alcoholic TBS ethers to be desilylated chemoselectively in the presence of phenolicTBS ethers, secondary and tertiary alcolholic TBS ethers, and the extensively used TBDPS-,acetyl-, benzyloxycarbonyl-, p-toluenesulfonyl- and benzyl protective groups.展开更多
基金Project No.20672050 supported by the National Natural Science Foundation of China
文摘Simple organic nitrogen bases,such as Et_3N,pyridine,DBU,etc.,were found to be convenient and useful reagents for deprotection of TBDMS groups on acidic hydroxyl groups.The efficiency of these bases has an apparent order:1°amine>2°amine>3°amine and aliphatic base>aromatic base.In aqueous DMSO and at room temperature,phenolic TBDMS ethers were removed selectively in the presence of alcoholic TBDMS ethers.And catalytic base can make these reactions complete.This method is high-yielding,fast,clean,saf...
文摘An efficient and selective method for the deprotection of primary alcoholic tert-butyl-dimethylsilyl (TBS) ethers using SnCl_2·2H_2O as catalyst is described. The reaction conditionsallow primary alcoholic TBS ethers to be desilylated chemoselectively in the presence of phenolicTBS ethers, secondary and tertiary alcolholic TBS ethers, and the extensively used TBDPS-,acetyl-, benzyloxycarbonyl-, p-toluenesulfonyl- and benzyl protective groups.
