Issue 31, 2005
From the journal:

Chemical Communications

Asymmetric Carroll rearrangement of allyl α-acetamido-β-ketocarboxylates catalysed by a chiral palladium complex

Ryoichi Kuwano,†a   Naoki Ishidaa  and  Masahiro Murakami*a  

* Corresponding authors

a Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University, Katsura, Kyoto 615-8510, Japan
E-mail: murakami@sbchem.kyoto-u.ac.jp
Fax: +81 75 383 2748
Tel: +81 75 383 2747

Abstract

Asymmetric decarboxylative rearrangement (Carroll rearrangement) of allyl α-acetamido-β-ketocarboxylates was catalysed by a palladium complex modified with a chiral phosphine ligand, giving optically active γ,δ-unsaturated α-aminoketones with up to 90% ee.

Graphical abstract: Asymmetric Carroll rearrangement of allyl α-acetamido-β-ketocarboxylates catalysed by a chiral palladium complex

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Article information

DOI
https://doi.org/10.1039/B505105C
Article type
Communication
Submitted
03 Mar 2005
Accepted
14 Jun 2005
First published
07 Jul 2005

Chem. Commun., 2005, 3951-3952

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Asymmetric Carroll rearrangement of allyl α-acetamido-β-ketocarboxylates catalysed by a chiral palladium complex

R. Kuwano, N. Ishida and M. Murakami, Chem. Commun., 2005, 3951 DOI: 10.1039/B505105C

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