4.4 Article

Synthesis and properties of a biotin-tagged NHC-gold complex

Journal

TETRAHEDRON LETTERS
Volume 56, Issue 23, Pages 3390-3392

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2015.01.023

Keywords

Gold catalysis; Carbene ligands; Biotin; Streptavidin; Allenes

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The first synthesis of a biotin-tagged NHC-gold complex is described. The key step is the coupling of alkyne-substituted biotin derivative 4b with azido-imidazolium salt 8a by copper-catalyzed azide alkyne cycloaddition (CuAAC). Gold complex 2 catalyzes the cycloisomerization of alpha-hydroxyallenes to 2,5-dihydrofurans. (C) 2015 Elsevier Ltd. All rights reserved.

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