Synlett

Remarkable solvent effect on Pd (0)-catalyzed deprotection of allyl ethers using barbituric acid derivatives: Application to selective and successive removal of allyl, …

H Tsukamoto, T Suzuki, Y Kondo

Index: Tsukamoto, Hirokazu; Suzuki, Takamichi; Kondo, Yoshinori Synlett, 2007 , # 20 p. 3131 - 3136

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Citation Number: 9

Abstract

Abstract 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 ...