Preparation of α, α??Disubstituted α??Amino Acid Derivatives via Alkyl Addition to α??Oxime Esters with Organozinc Species

M Mitani, Y Tanaka, A Sawada, A Misu…

文献索引：Mitani, Michiharu; Tanaka, Yasunori; Sawada, Akihiko; Misu, Ayuko; Matsumoto, Yoshihiro European Journal of Organic Chemistry, 2008 , # 8 p. 1383 - 1391

全文：HTML全文

被引用次数: 2

摘要

Abstract An α-oxime ester derivative prepared via treatment of an acetylenedicarboxylate or an α-keto ester with hydroxylamine underwent C-alkylation to the C= N bond of the oxime group by a Lewis-acid-promoted reaction with a trialkylzincate or a dialkylzinc reagent. The O–N bond of the thus obtained adduct was reductively cleaved under hydrogenolysis in the presence of the Pd-C catalyst to afford an α-amino ester. Treatment of the oxime derivative ...