Synthesis of axially chiral biaryl thioglycosides through thiosugar-directed Pd-catalyzed asymmetric C-H activation
| Autor: | Mouad Alami, Vincent Gandon, Maha I. Fatthalla, Franck Le Bideau, Etienne Brachet, Nicolas Grimblat, Samir Messaoudi |
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| Přispěvatelé: | Laboratoire de chimie moléculaire (LCM), Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-École polytechnique (X), Cibles Thérapeutiques et conception de médicaments (CiTCoM - UMR 8038), Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Université Paris Descartes - Paris 5 (UPD5), Biomolécules : Conception, Isolement, Synthèse (BioCIS), Institut de Chimie du CNRS (INC)-Université Paris-Saclay-Centre National de la Recherche Scientifique (CNRS)-CY Cergy Paris Université (CY), Institut de Chimie Moléculaire et des Matériaux d'Orsay (ICMMO), Institut de Chimie du CNRS (INC)-Université Paris-Saclay-Centre National de la Recherche Scientifique (CNRS) |
| Rok vydání: | 2021 |
| Předmět: |
010405 organic chemistry
Chemistry Stereochemistry Biphenyl Compounds Metals and Alloys Regioselectivity Stereoisomerism General Chemistry Alkenes 010402 general chemistry 01 natural sciences Catalysis 0104 chemical sciences Surfaces Coatings and Films Electronic Optical and Magnetic Materials Axial chirality Thioglycosides Materials Chemistry Ceramics and Composites Moiety [CHIM]Chemical Sciences Axial symmetry Palladium |
| Zdroj: | Chemical Communications Chemical Communications, Royal Society of Chemistry, 2021, 57 (80), pp.10355-10358. ⟨10.1039/d1cc03971g⟩ |
| ISSN: | 1364-548X 1359-7345 |
| Popis: | Herein we report for the first time that the thiosugar moiety can be used both as a directing group enabling the regioselective activation of a C–H bond of biaryl scaffolds and as a chiral source inducing axial chirality. Our approach enables the easy generation of complex thioglycoside atropoisomers, thus paving the way to new products of potential biological interest. |
| Databáze: | OpenAIRE |
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