Remarkable Solvent Effect on Pd(0)-Catalyzed Deprotection of Allyl Ethers Using Barbituric Acid Derivatives : Application to Selective and Successive Removal of Allyl, Methallyl, and Prenyl Ethers
Remarkable Solvent Effect on Pd(0)-Catalyzed Deprotection of Allyl Ethers Using Barbituric Acid Derivatives : Application to Selective and Successive Removal of Allyl, Methallyl, and Prenyl Ethers
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DOI：
10.1055/s-2007-992352
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发表时间：
2007-11
期刊：
影响因子：
2
通讯作者：
H. Tsukamoto;Takamichi Suzuki;Y. Kondo
中科院分区：
文献类型：
--
作者：
H. Tsukamoto;Takamichi Suzuki;Y. Kondo
Pd（0）催化的烯丙基醚的脱保护使用巴比妥酸衍生物在质子极性溶剂如MeOH和1，4-二氧六环水溶液中在室温下进行，而不影响各种各样的官能团。反应温度的控制允许烯丙基、甲代烯丙基和异戊二烯基醚的选择性和连续裂解。配体对脱保护作用的研究表明，在MeOH中的反应性的提高是由于加速了对Pd（0）的氧化加成。
Pd(0)-catalyzed deprotection of allyl ethers using barbituric acid derivatives in protic polar solvent such as MeOH and aqueous 1,4-dioxane proceeds at room temperature without affecting a wide variety of functional groups. Control of the reaction temperature allows selective and successive cleavage of allyl, methallyl, and prenyl ethers. A study of ligand effects on the deprotection reveals that the improved reactivity in MeOH results from the accelerated oxidative addition to Pd(0).