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Title: Anodic generation of a zirconium catalyst for Ferrier rearrangement and hetero Michael addition
Authors: Stevanović, Dragana
Pejović, Anka
Damljanović, Ivan
VukiĆ ević M.
Bogdanovic, Goran A.
Vukić ević R.
Journal: Tetrahedron Letters
Issue Date: 14-Nov-2012
Abstract: An efficient catalyst for Ferrier rearrangement and hetero-Michael addition was successfully generated from a sacrificial zirconium anode into media containing reactants for these reactions. Thus, the catalyst generated, successfully promoted the allylic rearrangement of peracetylated D-glucal in the presence of a suitable S-nucleophile, giving the corresponding 2,3-unsaturated D-glucopyranose (pseudoglycal) in good to high yields. This catalyst was also shown to be capable of promoting hetero-Michael conjugate addition of S- and N-nucleophiles to the carbon-carbon double bond of methyl vinyl ketone, resulting in new carbon-sulfur and carbon-nitrogen bond formation. © 2012 Elsevier Ltd. All rights reserved.
Type: Article
DOI: 10.1016/j.tetlet.2012.09.023
ISSN: 00404039
SCOPUS: 84938482913
Appears in Collections:Faculty of Science, Kragujevac
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