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

作者:Hayes Simon J; Knight David W*; Smith Andrew W T; O'Halloran Mark J
来源:Tetrahedron Letters, 2010, 51(4): 717-719.
DOI:10.1016/j.tetlet.2009.11.120

摘要

3,4-Dihydroxy-5-alkynylcarboxylic acids, readily obtained by the addition of lithium acetylides to alpha-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.

  • 出版日期2010-1-27