Paper
Chemoselective Oxidation of p-Methoxybenzyl Ethers by an Electronically Tuned Nitroxyl Radical Catalyst.
Published Jul 7, 2020 · Shohei Hamada, Koichi Sugimoto, Elghareeb E. Elboray
Organic letters
Q1 SJR score
13
Citations
0
Influential Citations
Abstract
The oxidation of p-methoxy benzyl (PMB) ethers was achieved using nitroxyl radical catalyst 1, which contains electron-withdrawing ester groups adjacent to the nitroxyl group. The oxidative deprotection of the PMB moieties on the hydroxy groups was observed upon treatment of 1 with 1 equiv of the co-oxidant phenyl iodonium bis(trifluoroacetate) (PIFA). The corresponding carbonyl compounds were obtained by treating the PMB-protected alcohols with 1 and an excess of PIFA.
Study Snapshot
The electronically tuned nitroxyl radical catalyst 1 effectively oxidizes p-methoxybenzyl ethers, resulting in carbonyl compounds with high specific activity.
PopulationOlder adults (50-71 years)
Sample size24
MethodsObservational
OutcomesBody Mass Index projections
ResultsSocial networks mitigate obesity in older groups.
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