Regioselectiveα-Phosphorylation of Aldoses in Aqueous Solution

Abstract

Amidotriphosphate and diamidophosphate are reagents for the regioselective α-phosphorylation of aldoses. The mechanism involves the carbonyl addition product (see scheme); the hydroxy groups are phosphorylated by an intramolecular phosphate group transfer with formation of a cyclic intermediate, which is then hydrolyzed to the O-phosphorylated product. Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2002/2000/z14583_s.pdf or from R.K. ([email protected]). Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.