Pd/NHC-Catalyzed Enantiospecific and Regioselective Suzuki–Miyaura Arylation of 2‑Arylaziridines: Synthesis of Enantioenriched 2‑Arylphenethylamine Derivatives

Pd/NHC-Catalyzed Enantiospecific and Regioselective Suzuki–Miyaura Arylation of 2‑Arylaziridines: Synthesis of Enantioenriched 2‑Arylphenethylamine Derivatives

A palladium-catalyzed stereospecific and regioselective cross-coupling of enantiopure 2-arylaziridines with arylboronic acids under mild conditions to construct a tertiary stereogenic center has been developed. N-heterocyclic carbene (NHC) ligands efficiently promote the coupling, suppressing β-hydr...

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Veröffentlicht in:Journal of the American Chemical Society 2014-06, Vol.136 (24), p.8544-8547
Hauptverfasser: Takeda, Youhei, Ikeda, Yuki, Kuroda, Akinobu, Tanaka, Shino, Minakata, Satoshi
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container_issue 24
container_start_page 8544
container_title Journal of the American Chemical Society
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creator Takeda, Youhei
Ikeda, Yuki
Kuroda, Akinobu
Tanaka, Shino
Minakata, Satoshi
description A palladium-catalyzed stereospecific and regioselective cross-coupling of enantiopure 2-arylaziridines with arylboronic acids under mild conditions to construct a tertiary stereogenic center has been developed. N-heterocyclic carbene (NHC) ligands efficiently promote the coupling, suppressing β-hydride elimination. The enantiospecific cross-coupling allowed us for preparation of a series of biologically important 2-arylphenethylamine derivatives in an enantiopure form.
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title Pd/NHC-Catalyzed Enantiospecific and Regioselective Suzuki–Miyaura Arylation of 2‑Arylaziridines: Synthesis of Enantioenriched 2‑Arylphenethylamine Derivatives
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