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

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

Chemical communications (Cambridge, England) (2012-09-01)
Ryo Shintani, Tomoaki Ito, Midori Nagamoto, Haruka Otomo, Tamio Hayashi
ABSTRACT

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.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
2-Pyrrolidinone, ≥99%
Sigma-Aldrich
2-Pyrrolidinone, purum, ≥98.0% (GC)
Sigma-Aldrich
2-Pyrrolidinone, 99%