Enantioselective palladium(0)-catalyzed intramolecular cyclopropane functionalization: access to dihydroquinolones, dihydroisoquinolones and the BMS-791325 ring system.
Journal article

Enantioselective palladium(0)-catalyzed intramolecular cyclopropane functionalization: access to dihydroquinolones, dihydroisoquinolones and the BMS-791325 ring system.

  • Pedroni J Laboratory of Asymmetric Catalysis and Synthesis , Institute of Chemical Sciences and Engineering , Ecole Polytechnique Fédérale de Lausanne , EPFL SB ISIC LCSA, BCH 4305 , CH-1015 Lausanne , Switzerland . Email: nicolai.cramer@epfl.ch.
  • Saget T Laboratory of Asymmetric Catalysis and Synthesis , Institute of Chemical Sciences and Engineering , Ecole Polytechnique Fédérale de Lausanne , EPFL SB ISIC LCSA, BCH 4305 , CH-1015 Lausanne , Switzerland . Email: nicolai.cramer@epfl.ch.
  • Donets PA Laboratory of Asymmetric Catalysis and Synthesis , Institute of Chemical Sciences and Engineering , Ecole Polytechnique Fédérale de Lausanne , EPFL SB ISIC LCSA, BCH 4305 , CH-1015 Lausanne , Switzerland . Email: nicolai.cramer@epfl.ch.
  • Cramer N Laboratory of Asymmetric Catalysis and Synthesis , Institute of Chemical Sciences and Engineering , Ecole Polytechnique Fédérale de Lausanne , EPFL SB ISIC LCSA, BCH 4305 , CH-1015 Lausanne , Switzerland . Email: nicolai.cramer@epfl.ch.
  • 2017-11-17
Published in:
  • Chemical science. - 2015
English Taddol-based phosphoramidite ligands enable enantioselective palladium(0)-catalyzed C-H arylation of cyclopropanes. The cyclized products are obtained in high yields and enantioselectivities. The reported method provides efficient access to a broad range of synthetically attractive cyclopropyl containing dihydroquinolones and dihydroisoquinolones as well as allows for an efficient enantioselective construction of the 7-membered ring of the cyclopropyl indolobenzazepine core of BMS-791325.
Language
  • English
Open access status
gold
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Persistent URL
https://sonar.ch/global/documents/99711
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