Abstract

We report a novel, efficient, and easily prepared substrate/precursor family of Schiff bases of various glycine esters with 2-hydroxybenzophenone, and their use for the synthesis of amino acids in quantitative yields. The Michael addition of the substrates to methyl acrylate gave two different types of product (cyclic or chain), depending on the nature of the base. Also, we demonstrated that one of the new substrates could be involved in an asymmetric version of the alkylation reaction (70% ee).

We report a novel, efficient, and easily prepared substrate/precursor family of Schiff bases of various glycine esters with 2-hydroxybenzophenone, and their use for the synthesis of amino acids in quantitative yields. The Michael addition of the substrates to methyl acrylate gave two different types of product (cyclic or chain), depending on the nature of the base. Also, we demonstrated that one of the new substrates could be involved in an asymmetric version of the alkylation reaction (70% ee).

中文翻译：

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从一个容易获得的甘氨酸酯和2-羟基二苯甲酮的席夫碱新家族经济合成α-氨基酸

摘要

我们报告了新型，高效，易于制备的各种甘氨酸酯与2-羟基二苯甲酮的席夫碱的底物/前体家族，以及它们以定量产率用于合成氨基酸。根据碱的性质，将底物迈克尔加成到丙烯酸甲酯中得到两种不同类型的产物（环状或链状）。同样，我们证明了一种新的底物可能参与了烷基化反应的不对称形式（70％ee）。

我们报告了新型，高效，易于制备的各种甘氨酸酯与2-羟基二苯甲酮的席夫碱的底物/前体家族，以及它们以定量产率用于合成氨基酸。根据碱的性质，将底物迈克尔加成到丙烯酸甲酯中得到两种不同类型的产物（环状或链状）。同样，我们证明了一种新的底物可能参与了烷基化反应的不对称形式（70％ee）。