Desymmetrization of a meso-diol complex derived from [Cr(CO)3(η6-5,8-naphthoquinone)]: use of new diamine acylation catalysts

E. Peter Kündig; Thierry Lomberget; Ryan Bragg; Cyril Poulard; Gérald Bernardinelli

doi:10.1039/B404006F

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Desymmetrization of a meso-diol complex derived from [Cr(CO)₃(η⁶-5,8-naphthoquinone)]: use of new diamine acylation catalysts†

E. Peter Kündig,*^a Thierry Lomberget,^a Ryan Bragg,^a Cyril Poulard^a and Gérald Bernardinelli^b

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* Corresponding authors

^a Department of Organic Chemistry, University of Geneva, 30 Quai Ernest Ansermet, 1211 Geneva 4, Switzerland
E-mail: Peter.Kundig@chiorg.unige.ch
Fax: (+41) 22 379 3215
Tel: (+41) 22 379 6093

^b Laboratoire de Cristallographie, Université de Genève, 24 Quai Ernest Ansermet, 1211 Genève 4, Switzerland

Abstract

[Cr(CO)₃(naphthoquinone)] (1), prepared in a three-step sequence starting from 1,4-dihydroxynaphthalene, was reduced to the corresponding meso-dihydronaphthalene syn-diol complex and the latter was desymmetrized to give the mono-acyl complex with 99% ee via asymmetric acylation catalyzed by the two new and easily accessed chiral diamines 7 and 8.

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Article information

DOI: https://doi.org/10.1039/B404006F
Article type: Communication
Submitted: 17 Mar 2004
Accepted: 15 Apr 2004
First published: 21 May 2004

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Chem. Commun., 2004, 1548-1549

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Desymmetrization of a meso-diol complex derived from [Cr(CO)₃(η⁶-5,8-naphthoquinone)]: use of new diamine acylation catalysts

E. P. Kündig, T. Lomberget, R. Bragg, C. Poulard and G. Bernardinelli, Chem. Commun., 2004, 1548 DOI: 10.1039/B404006F

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