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Enantiodivergent Aldol Condensation in the Presence of Aziridine/Acid/Water Systems
Symmetry ( IF 2.2 ) Pub Date : 2020-06-02 , DOI: 10.3390/sym12060930
Adam Marek Pieczonka , Lena Marciniak , Michał Rachwalski , Stanisław Leśniak

A series of novel chiral imines was synthesized from corresponding aldehydes and 1-(2-aminoalkyl)aziridines with good chemical yields. Such imines were tested as catalysts in the direct asymmetric aldol reaction between aromatic aldehydes and acetone/cyclohexanone in the presence of catalytic amounts of water and an acidic additive. The corresponding aldol products were formed in excellent yields and with very high enantioselectivities (98% and 99% ee, respectively).

中文翻译:

氮丙啶/酸/水系统存在下的对映发散醛醇缩合

以相应的醛类和1-(2-氨基烷基)氮丙啶类化合物为原料合成了一系列新型手性亚胺类化合物,化学收率良好。在催化量的水和酸性添加剂存在下,此类亚胺在芳香醛与丙酮/环己酮之间的直接不对称醛醇反应中作为催化剂进行测试。相应的羟醛产物以极好的收率和非常高的对映选择性(分别为 98% 和 99% ee)形成。
更新日期:2020-06-02
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