Peptide Chemistry Research Center, K. N. Toosi University of Technology, P. O. Box 15875-4416, Tehran, Iran.
Org Biomol Chem. 2019 Oct 21;17(39):8858-8870. doi: 10.1039/c9ob01963d. Epub 2019 Sep 26.
A highly efficient and stable novel class of allenic-Ugi products through a Crabbé homologation reaction is successfully demonstrated. Then, a regio- and chemo-selective cyclization of allenic-Ugi derivatives in a 5-exo-dig fashion to access 3-pyrroline skeletons is developed. Also, computational studies were performed and explained to provide insights into the reaction mechanism. This approach displays high bond-forming efficiency and atom economy with high yields.
通过 Crabbé 同系化反应，成功地展示了一类高效且稳定的新型烯丙基-Ugi 产物。然后，发展了烯丙基-Ugi 衍生物的区域和化学选择性 5-exo- 环化反应，以获得 3-吡咯啉骨架。此外，还进行了计算研究并加以解释，以深入了解反应机理。该方法具有高产率、高键形成效率和原子经济性。
