A C2-symmetric nickel diamine complex as an asymmetric catalyst for enecarbamate additions to butane-2,3-dione

John S. Fossey; Ryosuke Matsubara; Paulo Vital; Shū Kobayashi

doi:10.1039/B505404D

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A C₂-symmetric nickel diamine complex as an asymmetric catalyst for enecarbamate additions to butane-2,3-dione†

John S. Fossey,^a Ryosuke Matsubara,^a Paulo Vital^a and Shū Kobayashi*^a

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* Corresponding authors

^a Graduate School of Pharmaceutical Sciences, The University of Tokyo, Hongo, Bunkyo-ku, Tokyo, Japan
E-mail: skobayas@mol.f.u-tokyo.ac.jp

Abstract

Butane-2,3-dione was activated towards nucleophilic addition of enecarbamates by a series of metal triflate complexes of a C₂-symmetric diamine to give stereogenic, aldol-like, t-alcohols, a novel nickel(II) triflate complex was identified as a good catalyst for this asymmetric transformation, and an aquo nickel(II) complex was identified by XRD techniques.

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Article information

DOI: https://doi.org/10.1039/B505404D
Article type: Communication
Submitted: 18 Apr 2005
Accepted: 22 Jun 2005
First published: 07 Jul 2005

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Org. Biomol. Chem., 2005,3, 2910-2913

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A C₂-symmetric nickel diamine complex as an asymmetric catalyst for enecarbamate additions to butane-2,3-dione

J. S. Fossey, R. Matsubara, P. Vital and S. Kobayashi, Org. Biomol. Chem., 2005, 3, 2910 DOI: 10.1039/B505404D

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Organic & Biomolecular Chemistry