One-flask synthesis of unsymmetrical phosphodiesters. Selective amine catalysis of phosphorylations of primary vs. secondary alcohols

F Ramirez, JF Marecek, H Okazaki

Index: Ramirez,F. et al. Journal of the American Chemical Society, 1975 , vol. 97, p. 7181 - 7182

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Citation Number: 12

Abstract

N-(1, 2-dimethylethenylenedioxyphosphoryl) imidazole~(1) in the same solvent, and the mixture is stirred for 45 min (20, 0.6 M). R20H is introduced, and the solution is stirred at 20'for periods which vary with the structure of the alcohols; reaction times are conveniently ascertained by IH NMR spectrometry. The solution is diluted with acetonitrile, mixed with twice its volume of water (final molarity-Ol), treated with 2 mol equiv of triethylamine, and ...