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Iron-catalysed enantioselective carbometalation of azabicycloalkenes

Adak, Laksmikanta Jin, Masayoshi Saito, Shota Kawabata, Tatsuya Itoh, Takuma Ito, Shingo Sharma, Akhilesh K. Gower, Nicholas J. Cogswell, Paul Geldsetzer, Jan Takaya, Hikaru Isozaki, Katsuhiro Nakamura, Masaharu 京都大学 DOI:10.1039/d1cc02387j

2021.07

概要

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.

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