ONE-POT PROPARGYLATION AND CLAISEN-TYPE REARRANGEMENT FOR NATURAL LIGNANS MATAIRESINOL AND α-CONIDENDRIN

Authors

  • Dmitry S. Ryabukhin Laboratory of Molecular Science and Engineering, Åbo Akademi University, 8 Biskopsgatan, Åbo 20500
  • Lucas Lagerquist Laboratory of Molecular Science and Engineering, Åbo Akademi University, 8 Biskopsgatan, Åbo 20500
  • Patrik Runeberg Laboratory of Molecular Science and Engineering, Åbo Akademi University, 8 Biskopsgatan, Åbo 20500
  • Jani Rahkila Instrument Centre, Åbo Akademi University, 8 Biskopsgatan, Åbo 20500
  • Patrik C. Eklund Laboratory of Molecular Science and Engineering, Åbo Akademi University, 8 Biskopsgatan, Åbo 20500

DOI:

https://doi.org/10.1007/5763

Keywords:

benzofurans, lignans, propargyl ethers, superacids, Claisen rearrangement, natural compounds, propargylation

Abstract

Improved methods for one-pot propargylation and Claisen rearrangement have been devised for natural lignans – matairesinol and α-conidendrin. The rearrangement was regiospecific, yielding only 2-methylbenzofuran derivatives.

Author Biographies

Dmitry S. Ryabukhin, Laboratory of Molecular Science and Engineering, Åbo Akademi University, 8 Biskopsgatan, Åbo 20500

postdoc, Johan Gadolin Process Chemistry Centre, Laboratory of Molecular Science and Engineering

Lucas Lagerquist, Laboratory of Molecular Science and Engineering, Åbo Akademi University, 8 Biskopsgatan, Åbo 20500

Johan Gadolin Process Chemistry Centre, Laboratory of Molecular Science and Engineering

Patrik Runeberg, Laboratory of Molecular Science and Engineering, Åbo Akademi University, 8 Biskopsgatan, Åbo 20500

Johan Gadolin Process Chemistry Centre, Laboratory of Molecular Science and Engineering

Jani Rahkila, Instrument Centre, Åbo Akademi University, 8 Biskopsgatan, Åbo 20500

Instrument Centre

Patrik C. Eklund, Laboratory of Molecular Science and Engineering, Åbo Akademi University, 8 Biskopsgatan, Åbo 20500

Johan Gadolin Process Chemistry Centre, Laboratory of Molecular Science and Engineering

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Published

2020-08-20

Issue

Vol. 56 No. 7 (2020): Synthesis and transformations of heterocycles under electrophilic conditions

Section

Short Communications