1629798-41-9Relevant academic research and scientific papers
Asymmetric Synthesis of β-Indolyl Cyclopentanones and Cyclopentylamides with an All-Carbon Quaternary Stereocenter via Chiral Phosphoric Acid Catalyzed Friedel-Crafts Alkylation Reactions
Liu, Wei,Rajkumar, Subramani,Wu, Weihu,Huang, Ziyu,Yang, Xiaoyu
supporting information, p. 3563 - 3567 (2019/05/24)
The asymmetric Friedel-Crafts alkylation reactions of indoles with β-substituted cyclopentenimines enabled by chiral phosphoric acid catalysis has been developed, which affords adducts possessing an all-carbon stereocenter with high levels of enantioselectivities. Furthermore, the addition products could be readily converted into two types of useful but previously challenging chiral building blocks, such as β-alkyl-β-indolyl cyclopentanones and β-alkyl-β-indolyl cyclopentylamides, in one pot via in situ hydrolysis or reduction without erosion of chiral information.
Convenient access to cycloalk-2-enone-derived N -sulfonyl imines
Hirner, Sebastian,Westmeier, Johannes,Gebhardt, Sandra,Müller, Christian H.,Von Zezschwitz, Paultheo
supporting information, p. 1697 - 1700 (2014/08/05)
The first synthesis of N-tosyl imines from various cyclopent-2-enones and cyclohex-2-enones was achieved by direct condensation with tosyl amide in the presence of TiCl(OEt)3 and Et3N. In addition, N-tert-butylsulfonyl imines from five- to seven-membered cycloalk-2-enones were obtained through formation of the respective oximes and subsequent Hudson reaction. These compounds are easy to handle solids and they are interesting starting materials for a variety of transformations. Georg Thieme Verlag Stuttgart New York.
