Direct conversion of aromatic 1,3-dioxanes to hydroxypropyl esters with pyridinium hydrobromide perbromide and sodium acetate in water
Various aromatic 1,3-dioxanes were directly converted to respective hydorxypropyl esters with pyridinum hydrobromide perbromide and sodium acetate in water at room temperature.
Sayama, Shinsei
p. 859 - 864
(2017/06/13)
Facile oxidative hydrolysis of acetals to esters using hypervalent iodine(III)/LiBr combination in water
The combination of (diacetoxy)iodobenzene (PhI(OAc)2, DIB) and lithium bromide (LiBr) efficiently oxidized cyclic and acyclic acetals to the corresponding hydroxyalkyl carboxylic esters and simple esters in good to excellent yields. The merits of this reaction are that it employs commercially available and non-explosive hypervalent iodine(III) reagent, water as the solvent, a short reaction time, and mild reaction conditions.
2-Iodoxybenzoic acid/tetraethylammonium bromide/water: An efficient combination for oxidative cleavage of acetals
A simple and efficient procedure has been developed for the oxidation of cyclic and acyclic acetals to the corresponding hydroxyalkyl carboxylic esters and simple esters, respectively. 2-Iodoxybenzoic acid (IBX) in the presence of tetraethylammonium bromide was employed for the reaction in aqueous media. The salient features of the protocol include short reaction time, environmentally benign reagents and solvent, and moderate to high yields. Georg Thieme Verlag Stuttgart.
A Simple and Efficient Conversion of Aldehyde Acetals into Esters
The reaction of aldehydic acetals with hypochlorous acid in acetic acid-acetone afforded the corresponding esters in excellent yields.From cyclic acetals, only the corresponding hydroxyalkyl esters were obtained.Keywords - acetal; hypochlorite; hypochlorous acid; conversion; ester; hydroxyalkyl ester; regioselectivity