(Formula presented) The dehydration of β-hydroxy ketones and β-hydroxy esters is a synthetically useful method for the conversion of these compounds to the corresponding α,β-unsaturated derivatives. Cerium(III) chloride heptahydrate in combination with sodium iodide in refluxing acetonitrile acts as an efficient reagent for this conversion. The present procedure, which utilizes cheap and "friendly" reagents, offers the corresponding (E)-enones in good yields as the only isolable products.
An Efficient Procedure for the Diastereoselective Dehydration of β-Hydroxy Carbonyl Compounds by CeCl3·7H2O/NaI System / G. Bartoli, M. C. Bellucci, M. Petrini, E. Marcantoni, L. Sambri, E. Torregiani. - In: ORGANIC LETTERS. - ISSN 1523-7060. - 2:13(2000), pp. 1791-1793. [10.1021/ol005766i]
An Efficient Procedure for the Diastereoselective Dehydration of β-Hydroxy Carbonyl Compounds by CeCl3·7H2O/NaI System
M.C. BellucciSecondo
;
2000
Abstract
(Formula presented) The dehydration of β-hydroxy ketones and β-hydroxy esters is a synthetically useful method for the conversion of these compounds to the corresponding α,β-unsaturated derivatives. Cerium(III) chloride heptahydrate in combination with sodium iodide in refluxing acetonitrile acts as an efficient reagent for this conversion. The present procedure, which utilizes cheap and "friendly" reagents, offers the corresponding (E)-enones in good yields as the only isolable products.
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