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A general route to 5-substituted-2-furylacetic acids: a brief synthesis of plakorsin B

Hayes, Simon, Knight, David Wiliiam, Smith, Andrew W.T. and OHalloran, Mark J. 2010. A general route to 5-substituted-2-furylacetic acids: a brief synthesis of plakorsin B. Tetrahedron Letters 51 (4) , pp. 717-719. 10.1016/j.tetlet.2009.11.120

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Abstract

3,4-Dihydroxy-5-alkynylcarboxylic acids, readily obtained by the addition of lithium acetylides to α-acetoxysuccinic anhydride followed by reduction and hydrolysis, undergo smooth silver(I)-catalysed 5-endo-dig cyclisations and in situ dehydration to give excellent overall yields of 5-substituted-2-furylacetic acids, including the natural metabolite plakorsin B.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Cardiff Catalysis Institute (CCI)
Subjects: Q Science > QD Chemistry
Uncontrolled Keywords: 2-Furylacetic acids; 5-endo-dig; Silver-catalysed; Furan; Plakorsin
Publisher: Elsevier
ISSN: 0040-4039
Last Modified: 20 Oct 2017 07:13
URI: http://orca.cf.ac.uk/id/eprint/20114

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