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
Additional Information:	This article has an Erratum notice: Erratum to “A general route to 5-substituted-2-furylacetic acids: a brief synthesis of plakorsin B” [Tetrahedron Lett. 51 (2010) 717–719]. Tetrahedron Letters Volume 51, Issue 16, 21 April 2010, Page 2199. https://doi.org/10.1016/j.tetlet.2010.02.085
Publisher:	Elsevier
ISSN:	0040-4039
Related URLs:	https://doi.org/10.1016/j.tetlet.2010.02...
Last Modified:	03 Jun 2024 15:05
URI:	https://orca.cardiff.ac.uk/id/eprint/20114

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