Asymmetric Synthesis of Spiropyrazolones by Sequential Organo‐ and Silver Catalysis

Abstract: A stereoselective one‐pot synthesis of spiropyrazolones through an organocatalytic asymmetric Michael addition and a formal Conia‐ene reaction has been developed. Depending on the nitroalkene, the 5‐exo‐dig‐cyclization could be achieved by silver‐catalyzed alkyne activation or by oxidation of the intermediate enolate. The mechanistic pathways have been investigated using computational chemistry and mechanistic experiments.

Location
Deutsche Nationalbibliothek Frankfurt am Main
Extent
Online-Ressource
Language
Englisch

Bibliographic citation
Asymmetric Synthesis of Spiropyrazolones by Sequential Organo‐ and Silver Catalysis ; volume:128 ; number:5 ; year:2016 ; pages:1829-1832 ; extent:4
Angewandte Chemie ; 128, Heft 5 (2016), 1829-1832 (gesamt 4)

Creator
Hack, Daniel
Dürr, Alexander B.
Deckers, Kristina
Chauhan, Pankaj
Seling, Nico
Rübenach, Lukas
Mertens, Lucas
Raabe, Gerhard
Schönebeck, Franziska
Enders, Dieter

DOI
10.1002/ange.201510602
URN
urn:nbn:de:101:1-2022101008352845969366
Rights
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Last update
15.08.2025, 7:28 AM CEST

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Associated

  • Hack, Daniel
  • Dürr, Alexander B.
  • Deckers, Kristina
  • Chauhan, Pankaj
  • Seling, Nico
  • Rübenach, Lukas
  • Mertens, Lucas
  • Raabe, Gerhard
  • Schönebeck, Franziska
  • Enders, Dieter

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