Enantioselective Aza-Reformatsky Reaction with Ketimines,Organic Letters

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Enantioselective Aza-Reformatsky Reaction with Ketimines
Organic Letters ( IF 4.9 ) Pub Date : 2019-11-15 , DOI: 10.1021/acs.orglett.9b03669
Aitor Maestro ₁ , Edorta Martinez de Marigorta ₁ , Francisco Palacios ₁ , Javier Vicario ₁

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Here, an enantioselective aza-Reformatsky reaction using acyclic ketimine substrates is presented. Using α-phosphorated ketimines as electrophilic substrates and a simple BINOL-derived ligand, phosphorated analogues of aspartic acid holding chiral tetrasubstituted carbons are efficiently obtained with excellent enantioselectivity through an asymmetric organocatalytic Reformatsky-type reaction. The phosphorated analogues of aspartic acid have been used for the synthesis of phosphorus-containing enantiopure tetrasubstituted β-lactams.

中文翻译：

Ketimines对映选择性Aza-Reformatsky反应

在此，提出了使用无环酮亚胺底物的对映选择性氮杂-Reformatsky反应。使用α-磷酸化的酮亚胺作为亲电底物和简单的BINOL衍生的配体，通过不对称的有机催化Reformatsky型反应，以优异的对映选择性有效地获得了具有手性四取代碳的天冬氨酸的磷酸化类似物。天门冬氨酸的磷酸化类似物已用于合成含磷的对映纯四取代的β-内酰胺。

更新日期：2019-11-15

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