The difunctionalization of ethyl α-diazoacetate (EDA) using silyl halides as a nucleophile and N,O-acetals as an electrophile under metal-free conditions is described. This process undergoes a novel three-component coupling (3-CC) reaction using EDA, which leads to a one-pot preparation of α-halo β-amino acid esters. Also, this protocol could be adapted to accept an electrophile composed of aromatic tertiary amines. In both 3-CC reactions, the key reaction intermediate is an iminium intermediate that can be easily and effectively generated either from N,O-acetals or from aromatic tertiary amines.

中文翻译：

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通过α-重氮乙酸乙酯与硅烷基卤化物和N，O-缩醛或芳族叔胺的双官能团偶联合成α-卤代β-氨基酸衍生物

描述了在无金属条件下使用甲硅烷基卤化物作为亲核试剂和N，O-乙缩醛作为亲电试剂对α-重氮乙酸乙酯（EDA）进行双官能化的方法。此过程使用EDA进行了新颖的三组分偶联（3-CC）反应，从而制备了一锅的α-卤代β-氨基酸酯。同样，该协议可适于接受由芳族叔胺组成的亲电试剂。在这两个3-CC反应中，关键的反应中间体是亚胺中间体，可以轻松，有效地从N，O-乙缩醛或芳族叔胺中生成。