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

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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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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Keywords

  • Biomimetic synthesis
  • Natural products
  • Enzymes
  • Oxidative coupling