879375-58-3Relevant academic research and scientific papers
Enantioselective functionalization of indoles and pyrroles via an in situ-formed spiro intermediate
Zhuo, Chun-Xiang,Wu, Qing-Feng,Zhao, Qiang,Xu, Qing-Long,You, Shu-Li
supporting information, p. 8169 - 8172 (2013/07/11)
Herein we report a highly enantioselective synthesis of polycyclic indoles and pyrroles with up to 99% ee by an iridium catalyst system consisting of a commercially available iridium precursor and a readily accessible ligand. Investigation of the reaction mechanism led to the discovery of an unprecedented dearomatized spiro intermediate and its in situ migration phenomenon. The new reaction mode features switching of the substituent from the indole C-3 position to the C-2 position (from the C-2 position to the C-3 position in the case of pyrrole) without loss of the enantiomeric purity, providing a novel concept in designing the asymmetric construction of enantiopure polycyclic indoles and pyrroles.
Highly enantioselective synthesis of tetrahydro-β-carbolines and tetrahydro-γ-carbolines via Pd-catalyzed intramolecular allylic alkylation
Bandini, Marco,Melloni, Alfonso,Piccinelli, Fabio,Sinisi, Riccardo,Tommasi, Simona,Umani-Ronchi, Achille
, p. 1424 - 1425 (2007/10/03)
A novel Pd-catalyzed intramolecular allylic alkylation of indoles allows THBCs and THGCs to be effectively synthesized in high yields and excellent enantiomeric excesses (ee up to 97%). Copyright
