Methoxybenzyl (MPM) protecting group removable by DDQ oxidation.

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  • ＤＤＱ酸化で除去できるメトキシベンジル（ＭＰＭ）保護基
  • DDQ サンカ デ ジョキョデキル メトキシベンジル MPM ホゴキ

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Methoxybenzyl (MPM) protecting groups for hydroxy function were readily and efficiently removed with DDQ in CH2Cl2-H2O at room temperature. Under these neutral conditions, other usual protecting and functional groups remained unchanged. Dimethoxybenzyl (DMPM) groups were more reactive than MPM with DDQ. This article deals not only with the deprotection of MPM and DMPM with selectivities among MPM, DMPM, benzyl groups, and other groups, and with some extensions such as intramolecular oxidative and kinetic acetalizations, but also with some applications in the synthetic study of macrolide and polyether antibiotics from D-glucose.

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