Selective phosphorylation on primary alcohols of unprotected polyols

S Ladame, S Claustre, M Willson

Index: Ladame, Sylvain; Claustre, Samantha; Willson, Michele Phosphorus, Sulfur and Silicon and Related Elements, 2001 , vol. 174, p. 37 - 47

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Citation Number: 10

Abstract

Abstract The triad tribenzylphosphite-iodine-pyridine offers a general selective method for phosphorylation reactions of primary alcohols of unprotected α-diols and polyols. A mechanistic study by 31P NMR allowed to evidence the formation, from iododibenzyl phosphate and pyridine, of a very reactive pyridinium salt intermediate. This analysis shows that pyridine behaves as a covalent catalyst like DMAP in acylation reactions from ...