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
Hirokazu Tsukamoto*, Takamichi Suzuki, Yoshinori Kondo
*Graduate School of Pharmaceutical Sciences, Tohoku
University, Aramaki-aza aoba 6-3, Aoba-ku, Sendai 980-8578, Japan, Email:
hirokazu
mail.pharm.tohoku.ac.jp
H. Tsukamoto, T. Suzuki, Y. Kondo, Synlett, 2007, 3131-3132.
DOI: 10.1055/s-2007-992352
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.
see article for more examples
Key Words
barbituric acid, Pd(0)-catalyzed deprotection, allyl ethers, protic polar solvent, methallyl ethers, prenyl ethers, cleavage of ethers
ID: J60-Y2007-4050
