Dynamic Kinetic Resolution of 2‐(Quinolin‐8‐yl) Benzaldehydes: Atroposelective Iridium‐Catalyzed Transfer Hydrogenative Allylation

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Abstract: An atroposelective Ir‐catalyzed dynamic kinetic resolution (DKR) of 2‐(quinolin‐8‐yl) benzaldehydes/1‐naphthaldehydes by transfer hydrogenative coupling of allyl acetate is disclosed. The allylation reaction takes place with simultaneous installation of central and axial chirality, reaching high diastereoselectivities and excellent enantiomeric excesses when ortho‐cyclometalated iridium‐DM‐BINAP is used as the catalyst. The racemization of the substrates occurs through a designed transient Lewis acid‐base interaction between the quinoline nitrogen atom and the aldehyde carbonyl group.

Standort
Deutsche Nationalbibliothek Frankfurt am Main
Umfang
Online-Ressource
Sprache
Englisch

Erschienen in
Dynamic Kinetic Resolution of 2‐(Quinolin‐8‐yl) Benzaldehydes: Atroposelective Iridium‐Catalyzed Transfer Hydrogenative Allylation ; day:17 ; month:07 ; year:2023 ; extent:7
Angewandte Chemie ; (17.07.2023) (gesamt 7)

Urheber
Carmona, José A.
Rodríguez‐Salamanca, Patricia
Fernández, Rosario
Lassaletta, José M.
Hornillos, Valentín

DOI
10.1002/ange.202306981
URN
urn:nbn:de:101:1-2023071815074513742188
Rechteinformation
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Letzte Aktualisierung
14.08.2025, 10:51 MESZ

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Beteiligte

  • Carmona, José A.
  • Rodríguez‐Salamanca, Patricia
  • Fernández, Rosario
  • Lassaletta, José M.
  • Hornillos, Valentín

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