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

Youhei Takeda*, Yuki Ikeda, Akinobu Kuroda, Shino Tanaka and Satoshi Minakata*

*Department of Applied Chemistry, Graduate School of Engineering, Osaka University, Yamadaoka 2-1, Suita, Osaka 565-0871, Japan, Email: takedachem.eng.osaka-u.ac.jp, minakatachem.eng.osaka-u.ac.jp

Y. Takeda, Y. Ikeda, A. Kuroda, S. Tanaka, S. Minataka, J. Am. Chem. Soc., 2014, 136, 8544-8547.

DOI: 10.1021/ja5039616 (free Supporting Information)



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Abstract

N-heterocyclic carbene (NHC) ligands efficiently promote a palladium-catalyzed stereospecific and regioselective cross-coupling of enantiopure 2-arylaziridines with arylboronic acids under mild conditions without β-hydride elimination to construct a tertiary stereogenic center.

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Key Words

arylation, amines, Suzuki Coupling


ID: J48-Y2014