Instituto de Síntesis Orgánica (ISO), Centro de Innovación en Química Avanzada (ORFEO-CINQA), Departamento de Química Orgánica, University of Alicante, P.O. Box 99, 03690 San Vicente del Raspeig, Spain.
Centro de Innovación en Química Avanzada (ORFEO-CINQA), P.O. Box 99, 03690 San Vicente del Raspeig, Spain.
Molecules. 2022 Jul 18;27(14):4579. doi: 10.3390/molecules27144579.
The enantioselective 1,3-dipolar cycloaddition between imino esters and ()-nitroalkenes bearing a masked amino group in the β-position was studied using several chiral ligands and silver salts. The optimized reaction conditions were directly applied to the study of the scope of the reaction. The determination of the absolute configuration was evaluated using NMR experiments and electronic circular dichroism (ECD). The reduction and hydrolysis of both groups was performed to generate in an excellent enantiomeric ratio the corresponding 2,3-diaminoprolinate.
本文研究了在β位具有掩蔽氨基的（）-硝基烯烃与亚氨基酯之间的对映选择性 1,3-偶极环加成反应，使用了几种手性配体和银盐。优化的反应条件直接应用于反应范围的研究。使用 NMR 实验和电子圆二色性（ECD）评估了绝对构型的确定。对两个基团进行还原和水解，以优异的对映体比率生成相应的 2,3-二氨基丙氨酸酯。
