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Monatshefte für Chemie - Chemical Monthly

, Volume 149, Issue 4, pp 737–748 | Cite as

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

  • Zuzana Barbuščáková
  • Hana Kozubíková
  • František Zálešák
  • Karel Doležal
  • Jiří PospíšilEmail author
Original Paper

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.

Graphical abstract

Keywords

Biomimetic synthesis Natural products Enzymes Oxidative coupling 

Notes

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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Copyright information

© Springer-Verlag GmbH Austria, part of Springer Nature 2017

Authors and Affiliations

  1. 1.Department of Chemical Biology and Genetics, Centre of the Region Haná for Biotechnological and Agricultural Research, Faculty of SciencePalacký UniversityOlomoucCzech Republic
  2. 2.Department of Organic Chemistry, Faculty of SciencePalacky UniversityOlomoucCzech Republic
  3. 3.Laboratory of Growth RegulatorsPalacký University and Institute of Experimental Botany AS CROlomoucCzech Republic

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