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Synlett 2016; 27(18): 2557-2560
DOI: 10.1055/s-0035-1562605
letter
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Chiral Phosphorous and Phosphoric Acid Derivatives from the Lignans Matairesinol and Conidendrin

Yury Brusentsev
Johan Gadolin Process Chemistry Centre, Laboratory of Organic Chemistry, Åbo Akademi University, Biskopsgatan 8, 20500 Åbo (Turku), Finland   Email: paeklund@abo.fi
,
Patrik Eklund*
Johan Gadolin Process Chemistry Centre, Laboratory of Organic Chemistry, Åbo Akademi University, Biskopsgatan 8, 20500 Åbo (Turku), Finland   Email: paeklund@abo.fi
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Further Information

Publication History

Received: 29 June 2016

Accepted after revision: 08 July 2016

Publication Date:
15 August 2016 (online)

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Abstract

Methods for the preparation of phosphites and phosphates from chiral diols based on lignan backbones were developed. Four novel phosphites and one phosphate were synthesized and characterized. Sterically hindered diols showed diastereoselectivity in formations of phosphites, whereas non-hindered diols showed no selectivity.

Key words

lignan - matairesinol - conidendrin - chiral 1,4-diols - chiral phosphites - chiral phosphates - chiral pool

Supporting Information

    Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0035-1562605.
  • Supporting Information
 

  • References and Notes

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