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Chiral schiff bases synthesized from terpenes of pinane series in asymmetric metall complex oxidation of sulfides

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Abstract

The absolute configuration of α-hydroxyaldehyde obtained from verbenol epoxide in the presence of clay was determined. Two new Schiff bases were synthesized from the aldehyde obtained. The compounds can be used as ligands in the asymmetric vanadium-catalyzed oxidation of sulfides to sulfoxides. The structure of initial sulfides significantly affects the value of the enantiomeric excess in the obtained sulfoxides: the highest enantiomeric excess is observed in the oxidation of thioanisole.

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Authors and Affiliations

  1. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, Novosibirsk, 630090, Russia

    I. V. Il’ina, E. A. Koneva, D. V. Korchagina, G. E. Sal’nikov, A. M. Genaev, K. P. Volcho & N. F. Salakhutdinov

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  1. I. V. Il’ina
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  2. E. A. Koneva
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  3. D. V. Korchagina
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  4. G. E. Sal’nikov
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  5. A. M. Genaev
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  6. K. P. Volcho
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  7. N. F. Salakhutdinov
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Correspondence to K. P. Volcho.

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Original Russian Text © I.V. Il’ina, E.A. Koneva, D.V. Korchagina, G.E. Sal’nikov, A.M. Genaev, K.P. Volcho, N.F. Salakhutdinov, 2012, published in Zhurnal Organicheskoi Khimii, 2012, Vol. 48, No. 2, pp. 226–232.

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Il’ina, I.V., Koneva, E.A., Korchagina, D.V. et al. Chiral schiff bases synthesized from terpenes of pinane series in asymmetric metall complex oxidation of sulfides. Russ J Org Chem 48, 214–220 (2012). https://doi.org/10.1134/S1070428012020108

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  • DOI: https://doi.org/10.1134/S1070428012020108

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