Radical Carboxyarylation Approach to Lignans. Total Synthesis of (−)-Arctigenin, (−)-Matairesinol, and Related Natural Products

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Fischer, Joshua
J. Reynolds, Aaron
A. Sharp, Lisa
S. Sherburn, Michael
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Amos B Smith, Carol Carr

Date
2004
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Abstract

Total syntheses of seven biologically important lignan natural products, including (-)-arctigenin, (-)-matairesinol, and (-)-a-conidendrin, by way of a highly stereoselective domino radical sequence is presented. The reported stereochemistry of the natural product 7-hydroxyarctigenin is shown to be erroneous; a diastereoisomeric structure is assigned to the natural product.

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Organic Letters

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6

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9

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Chemical Sciences

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