Journal
TETRAHEDRON
Volume 61, Issue 43, Pages 10203-10215Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2005.08.039
Keywords
Hydroxyalkylation; alpha,beta-unsaturated esters; alpha-hydroxy esters; radical reaction; tanikolide
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The radical-mediated hydroxyalkylation of alpha,beta-unsaturated esters with alkyl iodides, trialkylborane, water and KF in THF gave the corresponding alpha-hydroxy esters. The synthetic advantage of the method was demonstrated by a short-step total synthesis of (+/-)-tanikolide. (c) 2005 Elsevier Ltd. All rights reserved.
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