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Synthesis 1990; 1990(10): 935-937
DOI: 10.1055/s-1990-27058
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Total Synthesis of Siccayne

M. Pinault* , Y. Frangin, J. -P. Genet, H. Zamarlik
  • *Laboratoire de Chimie Organique et Biologique, Université François Rabelais, Faculté des Sciences et Techniques, Parc de Grandmont, F-37200 Tours, France
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Publication Date:
17 September 2002 (online)

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The palladium-catalyzed C-C coupling of 2-bromohydroquinone bis(methoxymethyl ether) with 2-methyl-3-butyn-2-ol is a key step in the six-step synthesis of the natural product siccayne [4-(2,5- dihydroxyphenyl)-2-methyl-1-buten-3-yne] from 1,4-benzoquinone.