A simple electrochemical oxidation of aldehyde acetals to esters in neutral solution.

Facile oxidative hydrolysis of acetals to esters using hypervalent iodine(III)/LiBr combination in water

“…20 Oxidation of cyclic acetals derived from bromo-, chloro-, fluoro-, and methyl-substituted aromatic dioxolanes and dioxanes gave the corresponding esters in moderate to excellent yields (entries 5-12). Furthermore, cyclic acetals derived from aliphatic aldehydes generally afforded the corresponding esters in good yields (entries [13][14][15][16][17][18][19][20][21][22]. High yields were also obtained with the cyclic acetals derived from a-disubstituted aldehydes (entries [23][24][25][26].…”

Facile and efficient synthesis of hydroxyalkyl esters from cyclic acetals through aerobic photo-oxidation using anthraquinone-2-carboxylic acid

“…3 Metal reagents used for direct oxidative cleavage of 1,3-dioxolanes include molecular oxygen-Co(II), 4 potassium permanganate, 5 and tert-butylhydroperoxide in the presence of transition metals. 6 In addition, many methods that employ nonmetal reagents such as ozone, 7 hypochlorous acid, 8 N-hydroxyphthalimide in electrochemical oxidation, 9 tert-butylhydroperoxide-iodine(III) compounds, 10 IBX/Et 4 NBr, 11 (diacetoxy)iodobenzene/LiBr, 12 di-tert-butyl peroxide, 13 electrophilic halogen, 14 and m-chloroperbenzoic acid in the presence of 2,2 0 -bipyridinium chlorochromate or boron trifluoride-diethyl ether, 15 sodium perborate in acetic anhydride, 16 and oxone 17 have been reported.…”

Phytotoxic Aromatic Constituents of Oxalis pes‐caprae

“…Accordingly, the structure of 3 was established as 2-hydroxyethyl 3-phenylpropanoate. This compound was prepared by Masui et al [14], but it is reported here for the first time as a natural product.…”

“…Compounds 6 -15 (structures not shown) were identified as p-coumaric acid (6), dihydrocinnamic acid (7), cis-p-coumaric acid (8), cinnamic acid (9), 1,2,3,4-tetrahydro-1-methyl-b-carboline-3-carboxylic acid (10) [9], 3-methoxyphenol (11), 2-methoxyphenol (12), 4-hydroxybenzoic acid (13), 4-(1-hydroxyethyl)phenol (14), and 3-(1-hydroxyethyl)phenol (15) on the basis of their spectral data and/or by comparison with those of authentic samples. Further known compounds were identified as flavones: 5,6,7,8,4'-pentamethoxyflavone (tangeretin, 16), 5,6,7,8,3',4'-hexamethoxyflavone (nobiletin, 17), 5-hydroxy-6,7,8,3',4'-pentamethoxyflavone (5-demethylnobiletin, 18), and 4'-hydroxy-5,6,7,8,3'-pentamethoxyflavone (4'-demethylnobiletin, 19) by comparison with previously reported spectroscopic data [10 -12].…”