Kitamura Masato, Tanaka Shinji, Yoshimura Masahiro
Department of Chemistry and Research Center for Materials Science, Nagoya University, Chikusa, Nagoya 464-8602, Japan.
J Org Chem. 2002 Jul 12;67(14):4975-7. doi: 10.1021/jo020281o.
A new and efficient catalytic method for deprotection of allyl carboxylic esters using a transition metal complex is reported. The reaction proceeds with a high substrate/catalyst ratio and without use of additional nucleophiles, giving the deprotected carboxylic acid in a quantitative yield. A variety of substrates, including the multifunctional amino acids and peptides, are also usable. The new method is more efficient, safe, and operationally simple in comparison to the conventional palladium-catalyzed method.