4.4 Article

Bismuth(III) bromide in organic synthesis. A catalytic method for the allylation of tetrahydrofuranyl and tetrahydropyranyl ethers

Journal

TETRAHEDRON LETTERS
Volume 51, Issue 43, Pages 5643-5645

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2010.08.079

Keywords

Allylation; THP ethers; Bismuth bromide; Acetates

Funding

  1. National Science Foundation [0650682]
  2. Direct For Mathematical & Physical Scien
  3. Division Of Chemistry [0650682] Funding Source: National Science Foundation

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A bismuth bromide-catalyzed (10.0 mol %) multicomponent reaction involving the allylation of THF- and THP-ethers, followed by in situ derivatization with acetic anhydride to generate highly functionalized esters has been developed under solvent-free conditions. To the best of our knowledge, this is the first report of a catalytic procedure for the allylation of THF- and THP-ethers to yield ring-opened products. (C) 2010 Elsevier Ltd. All rights reserved.

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