Issue 57, 2021

Iron-catalysed enantioselective carbometalation of azabicycloalkenes

Abstract

The first enantioselective carbometalation reaction of azabicycloalkenes has been achieved by iron catalysis to in situ form optically active organozinc intermediates, which are amenable to further synthetic elaborations. The observed chiral induction, along with the DFT and XAS analyses, reveals the direct coordination of the chiral phosphine ligand to the iron centre during the carbon–carbon and carbon–metal bond forming step. This new class of iron-catalysed asymmetric reaction will contribute to the synthesis and production of bioactive molecules.

Graphical abstract: Iron-catalysed enantioselective carbometalation of azabicycloalkenes

Supplementary files

Article information

Article type
Communication
Submitted
05 May 2021
Accepted
18 May 2021
First published
05 Jul 2021
This article is Open Access
Creative Commons BY license

Chem. Commun., 2021,57, 6975-6978

Iron-catalysed enantioselective carbometalation of azabicycloalkenes

L. Adak, M. Jin, S. Saito, T. Kawabata, T. Itoh, S. Ito, A. K. Sharma, N. J. Gower, P. Cogswell, J. Geldsetzer, H. Takaya, K. Isozaki and M. Nakamura, Chem. Commun., 2021, 57, 6975 DOI: 10.1039/D1CC02387J

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