Department of Chemistry, University of Ioannina, 45110 Ioannina, Greece.
Bioorg Med Chem. 2012 Sep 1;20(17):5103-9. doi: 10.1016/j.bmc.2012.07.014. Epub 2012 Jul 15.
The 1,3-dipolar cycloaddition to N-phenylmaleimide of azomethine ylides, generated in situ from sulfanyl-substituted imines of glycine esters, yields 5H-dihydro-pyrrolo products with syn diastereoselectivity. The syn (major) and anti (minor) products were isolated chromatographically and fully characterized by spectroscopic methods and in two cases also by X-ray analysis. The diastereomeric cycloadducts were tested for their antioxidant activity with good results.
氮杂环丙烷亚胺与 N-苯基马来酰亚胺的 1,3-偶极环加成反应,由甘氨酸酯的硫代亚胺原位生成,生成具有 syn 立体选择性的 5H-二氢吡咯产物。通过色谱法分离并通过光谱方法以及在两种情况下也通过 X 射线分析,对 syn(主要)和 anti(次要)产物进行了充分的表征。对非对映选择性环加成产物进行了抗氧化活性测试,结果良好。