Department of Organic Chemistry, Institute of Molecular and Translational Medicine, Faculty of Science, Palacký University, 17. Listopadu 12, 771 46 Olomouc, Czech Republic.
J Org Chem. 2012 Jul 6;77(13):5687-95. doi: 10.1021/jo300836c. Epub 2012 Jun 13.
We describe the efficient synthesis of 4,7,8,10-tetrasubstituted-(((4S,10aS)-3-oxo-3,4,10,10a-tetrahydrobenzo[4,5]imidazo[1,2-a]pyrazin-2(1H)-yl)alkyl)amides on solid phase via tandem N-acyliminium ion cyclization-nucleophilic addition reactions. The synthesis proceeded with complete stereocontrol of a newly formed stereogenic center, provided crude material of high purity, and used commercially available building blocks under mild reaction conditions.
我们描述了通过串联 N-酰亚胺离子环化-亲核加成反应在固相上高效合成 4,7,8,10-四取代-(((4S,10aS)-3-氧代-3,4,10,10a-四氢苯并[4,5]咪唑并[1,2-a]吡嗪-2(1H)-基)烷基)酰胺。该合成具有新形成的立体中心的完全立体控制，提供了高纯度的粗产物，并在温和的反应条件下使用了商业上可获得的构建块。
