The first organocatalytic enantioselective intramolecular oxidative enamine catalysis and 1,5-hydride transfer-ring closure reaction cascade is described. This neutral reaction cascade allows for the efficient formation of ring-fused tetrahydroquinolines with high enantioselectivities.
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http://dx.doi.org/10.1039/c3cc46710d | DOI Listing |
Recent Pat Anticancer Drug Discov
January 2025
Department of Biochemistry and Molecular Biology, Shantou University Medical College, Shantou, 515041, PR China.
Background: Lysyl oxidase-like 2 (LOXL2) is a metalloenzyme that catalyzes oxidative deamination ε-amino group of lysine. It has been found that LOXL2 is a promotor for the metastasis and invasion in kinds of tumors. Previous studies show that disulfide bonds are important components in LOXL2, and their bioactivity can be regulated by those bonds.
View Article and Find Full Text PDFAm J Physiol Cell Physiol
December 2024
Department of Synthesis and Technology of Drugs, Medical University of Białystok, Kilińskiego 1, 15-089 Białystok, Poland.
Many pathogens including viruses enter cells by endocytosis. We identified and evaluated novel endocytosis inhibitors capable of blocking the entry of the HIV-1 Tat protein into neuronal cells and investigated their potential protective properties against Tat-induced neurotoxicity. In this study, the compounds Les-6631 and Les-6633 were synthesized and assessed.
View Article and Find Full Text PDFOrg Lett
December 2024
School of Chemistry & Chemical Engineering, Yangzhou University, Yangzhou, Jiangsu 225002, China.
Using a SbCl/O mild oxidation system, a dual functionalization of the α,β-C-H bonds in alanine ester derivatives was achieved via enamine-imine tautomerism, and a series of quinoline-4-carboxylates were synthesized through a fragmentation-reassembly pathway. The investigation of the substrate scope revealed that various functional groups were easily tolerated, highlighting that this reaction provided an efficient path for the construction of the quinoline-4-carboxylate framework.
View Article and Find Full Text PDFJ Org Chem
December 2024
State Key Laboratory of Chemical Oncogenomics, Shenzhen Graduate School of Peking University, Shenzhen 518055, China.
We have developed a hemin-catalyzed biomimetic oxidative annulation of 2,3-dihydroxybenzoic acid with an array of cyclic enamines to form isochromanones in good to excellent yields and high regioselectivity. This formal [4+2] cycloaddition protocol showed high efficiency and remarkable functional group tolerance. Mechanistic studies indicate the involvement of a single-electron oxidation pathway.
View Article and Find Full Text PDFMolecules
October 2024
N.D. Zelinsky Institute of Organic Chemistry, Leninsky Ave. 47, Moscow 119991, Russia.
Gossypol and its derivatives arouse interest due to their broad spectrum of biological activities. Despite its wide potential application, there is no reported example of gossypol derivatives bearing stable radical functional groups. The first gossypol nitroxide hybrid compound was prepared here via formation of a Schiff base.
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