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Neolignan Skeletons and Benzodioxanes Through Chiral Aryl Alkyl Ether Formation

  • K. Li and R.F. Helm
Published/Copyright: June 1, 2005
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Holzforschung
From the journal Volume 54 Issue 6

Summary

Several chiral neolignan skeletons and a benzodioxane were prepared from a tartrate derivative with the crucial chiral aryl alkyl ether formation being accomplished with cesium phenolate and 18-crown-6. These compounds have greater than 96% enantiomeric excess, and this work represents the first successful synthetic preparation of optically active 8-O-4′ type neolignan skeletons. The chiral aryl alkyl ethers were also synthesized from several protected carbohydrates, which can serve as chiral auxiliaries for a wide variety of target molecules.

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Published Online: 2005-06-01
Published in Print: 2000-10-25

Copyright © 2000 by Walter de Gruyter GmbH & Co. KG

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  2. Author Index
  3. Contents
  4. Subject Index
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  9. Role of a Labile Terpene Compound in the Assessment of the Age of a Fossil Wood from Siena (Tuscany, Italy)
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  11. Use of β-13 C labelled Coniferyl Alcohol to Detect "End-Wise" Polymerization in the Formation of DHPs
  12. Bleachability of Alkaline Pulps. Part 1. The Importance of β-Aryl Ether Linkages in Lignin
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  20. Application of the GAB Sorption Isotherm Model to Klinki Pine (Araucaria klinkii Lauterb.)
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  23. J.L. McCarthy In Memoriam
  24. Acknowledgement
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