Pigments of fungi. Part 68. Synthesis and absolute configuration of thysanone

Christopher D. Donner; Melvyn Gill

doi:10.1039/B111446H

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Pigments of fungi. Part 68.¹ Synthesis and absolute configuration of thysanone²

Christopher D. Donner^a and Melvyn Gill*^a

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^a School of Chemistry, The University of Melbourne, Victoria 3010, Australia

Abstract

The (1R,3S)-absolute stereochemistry of thysanone 1, a fungal benzoisochromanquinone with potent human rhinovirus 3C-protease inhibitory activity, is established for the first time by total synthesis of the natural product from ethyl (S)-lactate and CD comparison with authentic material.

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Article information

DOI: https://doi.org/10.1039/B111446H
Article type: Paper
Submitted: 17 Dec 2001
Accepted: 15 Feb 2002
First published: 07 Mar 2002

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J. Chem. Soc., Perkin Trans. 1, 2002, 938-948

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Pigments of fungi. Part 68. Synthesis and absolute configuration of thysanone

C. D. Donner and M. Gill, J. Chem. Soc., Perkin Trans. 1, 2002, 938 DOI: 10.1039/B111446H

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Journal of the Chemical Society, Perkin Transactions 1