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General approach to neolignan-core of the boehmenan natural product family

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Abstract

A novel approach to the neolignan-core skeletons of boehmenan natural products and to dehydrodiconiferyl alcohol glucosides based on the Fe(III)-promoted oxidative coupling has been achieved. Obtained common intermediates were further selectively modified to yield the basic molecular core possessing three orthogonally protected alkoxy functionalities available for further selective modifications.

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Acknowledgements

The financial support by the Ministry of Education, Youth and Sports of the Czech Republic (Grant LO1204 from the National Program of Sustainability I) as well as by the Internal Grant Agency of Palacky University for H.K. (IGA_PrF_2017_010) and F.Z. (IGA_PrF_2017_009) is gratefully acknowledged. J.P. is grateful to Prof. M. Strnad (Palacky University) and to Dr. K. Doležal (Palacky University) for their continuous support.

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Authors and Affiliations

  1. Department of Chemical Biology and Genetics, Centre of the Region Haná for Biotechnological and Agricultural Research, Faculty of Science, Palacký University, Šlechtitelů 27, 783 71, Olomouc, Czech Republic

    Zuzana Barbuščáková, Hana Kozubíková, Karel Doležal & Jiří Pospíšil

  2. Department of Organic Chemistry, Faculty of Science, Palacky University, tř. 17. listopadu 1192/12, 771 46, Olomouc, Czech Republic

    František Zálešák & Jiří Pospíšil

  3. Laboratory of Growth Regulators, Palacký University and Institute of Experimental Botany AS CR, Šlechtitelů 27, 783 71, Olomouc, Czech Republic

    Karel Doležal & Jiří Pospíšil

Authors
  1. Zuzana Barbuščáková
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  2. Hana Kozubíková
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  3. František Zálešák
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  4. Karel Doležal
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  5. Jiří Pospíšil
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Correspondence to Jiří Pospíšil.

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Barbuščáková, Z., Kozubíková, H., Zálešák, F. et al. General approach to neolignan-core of the boehmenan natural product family. Monatsh Chem 149, 737–748 (2018). https://doi.org/10.1007/s00706-017-2132-4

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  • DOI: https://doi.org/10.1007/s00706-017-2132-4

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