Issue 79, 2012
From the journal:

Chemical Communications

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

Ryo Shintani,*a   Tomoaki Ito,a   Midori Nagamoto,a   Haruka Otomoa  and  Tamio Hayashi*ab  

* Corresponding authors

a Department of Chemistry, Graduate School of Science, Kyoto University, Kyoto 606-8502, Sakyo, Japan
E-mail: shintani@kuchem.kyoto-u.ac.jp
Fax: +81-75-753-3988
Tel: +81-75-753-3986

b Institute of Materials Research and Engineering, A*STAR, 3 Research Link, Singapore
E-mail: tamioh@imre.a-star.edu.sg
Fax: +65-6872-0785
Tel: +65-6514-1547

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.

Graphical abstract: Palladium-catalyzed asymmetric synthesis of 2-pyrrolidinones with a quaternary carbon stereocenter

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Article information

DOI
https://doi.org/10.1039/C2CC35259A
Article type
Communication
Submitted
21 Jul 2012
Accepted
13 Aug 2012
First published
30 Aug 2012

Chem. Commun., 2012,48, 9936-9938

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

R. Shintani, T. Ito, M. Nagamoto, H. Otomo and T. Hayashi, Chem. Commun., 2012, 48, 9936 DOI: 10.1039/C2CC35259A

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