Palladium-catalyzed asymmetric synthesis of 2-pyrrolidinones with a quaternary carbon stereocenter.

Ryo Shintani, Tomoaki Ito, Midori Nagamoto, Haruka Otomo, Tamio Hayashi

Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto 606-8502, Japan. shintani@kuchem.kyoto-u.ac.jp

Chemical communications (Cambridge, England) 2012 Oct 11

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A palladium-catalyzed asymmetric synthesis of 2-pyrrolidinones with a quaternary stereocenter at the 3-position has been achieved by the reaction of γ-methylidene-δ-valerolactones with alkyl isocyanates. High enantioselectivity has been realized by employing a newly synthesized chiral phosphoramidite ligand.

Citation

Ryo Shintani, Tomoaki Ito, Midori Nagamoto, Haruka Otomo, Tamio Hayashi. Palladium-catalyzed asymmetric synthesis of 2-pyrrolidinones with a quaternary carbon stereocenter. Chemical communications (Cambridge, England). 2012 Oct 11;48(79):9936-8